Нуклеофильное раскрытие донорно-акцепторных циклопропанов азид-ионом в синтезе N-гетероциклов (1105641), страница 29
Текст из файла (страница 29)
Grover, H. K. Carbocycles from donor–acceptor cyclopropanes / H. K. Grover, M. R. Emmett, M.A. Kerr // Org. Biomol. Chem. – 2015. – V. 13. – № 3. – P. 655–671.2. Novikov, R. A. Dimerization of donor–acceptor cyclopropanes / R. A. Novikov, Y. V. Tomilov //Mendeleev Commun. – 2015. – V. 25. – № 1. – P. 1–10.3. Cavitt, M. A. Intramolecular donor–acceptor cyclopropane ring-opening cyclizations / M. A. Cavitt,L. H. Phun, S.
France // Chem. Soc. Rev. – 2014. – V. 43. – № 3. – P. 804–818.4. de Nanteuil, F. Cyclization and annulation reactions of nitrogen-substituted cyclopropanes andcyclobutanes / F. de Nanteuil, F. De Simone, R. Frei, F. Benfatti, E. Serrano, J. Waser // Chem.Commun. – 2014. – V. 50. – № 75. – P. 10912–10928.5. Schneider, T. F. A new golden age for donor-acceptor cyclopropanes / T. F.
Schneider, J. Kaschel,D. B. Werz // Angew. Chem. Int. Ed. – 2014. – V. 53. – № 22. – P. 5504–5523.6. Tang, P. Recent Applications of cyclopropane-based strategies to natural product synthesis / P.Tang, Y. Qin // Synthesis – 2012. – V. 44. – № 19. – P. 2969–2984.7. Wang, Z. Polar intramolecular cross-cycloadditions of cyclopropanes toward natural productsynthesis / Z. Wang // Synlett – 2012. – V. 23. – № 16. – P.
2311–2327.8. Mel’nikov, M. Y. Recent advances in ring-forming reactions of donor–acceptor cyclopropanes / M.Y. Mel’nikov, E. M. Budynina, O. A. Ivanova, I. V. Trushkov // Mendeleev Commun. – 2011. – V. 21.– № 6. – P. 293–301.9. Lebold, T. P. Intramolecular annulations of donor–acceptor cyclopropanes / T. P. Lebold, M. A.Kerr // Pure Appl. Chem. – 2010. – V.
82. – № 9. – P. 1797–1812.10. De Simone, F. Cyclization and cycloaddition reactions of cyclopropyl carbonyls and imines / F. DeSimone, J. Waser // Synthesis – 2009. – V. 2009. – № 20. – P. 3353–3374.11. Agrawal, D. Silylmethyl-substituted cyclopropyl and other strained ring systems: cycloadditionwith dipolarophiles / D. Agrawal, V. K. Yadav // Chem.
Commun. – 2008. – № 48. – P. 6471–6488.12. Yu, M. Recent advances in donor–acceptor (DA) cyclopropanes / M. Yu, B. L. Pagenkopf //Tetrahedron – 2005. – V. 61. – № 2. – P. 321–347.13. Reissig, H. Donor-acceptor-substituted cyclopropane derivatives and their application in organicsynthesis / H. Reissig, R. Zimmer // Chem. Rev.
– 2003. – V. 103. – № 4. – P. 1151–1196.14. Driver, T. G. Recent advances in transition metal-catalyzed N-atom transfer reactions of azides / T.G. Driver // Org. Biomol. Chem. – 2010. – V. 8. – № 17. – P. 3831.16215. Bräse, S. Organic azides: an exploding diversity of a unique class of compounds / S. Bräse, C. Gil,K. Knepper, V. Zimmermann // Angew.
Chem. Int. Ed. – 2005. – V. 44. – № 33. – P. 5188–5240.16. Vitaku, E. Analysis of the structural diversity, substitution patterns, and frequency of nitrogenheterocycles among U.S. FDA approved pharmaceuticals / E. Vitaku, D. T. Smith, J. T. Njardarson //J. Med. Chem. – 2014. – V. 57. – № 24. – P. 10257–10274.17. Bone, W. A. XV.—The condensation of ethylic trimethylenedicarboxylate with ethylic malonate /W. A. Bone, W. H. Perkin // J. Chem. Soc.
Trans. – 1895. – V. 67. – P. 108–119.18. Stewart, J. M. Nucleophilic ring-opening additions to 1,1-disubstituted cyclopropanes / J. M.Stewart, H. H. Westberg // J. Org. Chem. – 1965. – V. 30. – № 6. – P. 1951–1955.19. Stewart, J. M. Transmission of conjugation by the cyclopropane ring / J. M. Stewart, G. K.Pagenkopf // J. Org. Chem. – 1969. – V. 34. – № 1.
– P. 7–11.20. Danishefsky, S. Effects of substituents on the nucleophilic ring opening of activated cyclopropanes/ S. Danishefsky, G. Rovnyak // J. Org. Chem. – 1975. – V. 40. – № 1. – P. 114–115.21. Danishefsky, S. Electrophilic cyclopropanes in organic synthesis / S. Danishefsky // Acc. Chem.Res. – 1979. – V.
12. – № 2. – P. 66–72.22. Kurihara, T. Ring transformations of 6H-cyclopropa(e)pyrazolo(1,5-a)pyrimidine. III. Synthesisand X-ray crystal structure determination of a 1-pyrazol-3-ylpyrrole-2-carboxylic acid. / T. Kurihara,T. Tani, K. Nasu, M. Inoue, T. Ishida // Chem.
Pharm. Bull. – 1981. – V. 29. – № 11. – P. 3214–3225.23. Kurihara, T. Ring transformations of 6H-cyclopropa(5a,6a)pyrazolo(1,5-a)pyrimidine. II. Reactionof5a-acetyl-6a-carbethoxy-5a,6a-dihydro-6H-cyclopropa(5a,6a)pyrazolo(1,5-a)pyrimidine-3-carbonitriles with N-methylaniline. / T. Kurihara, T. Tani, K. Nasu // Chem. Pharm. Bull. – 1981.
– V.29. – № 6. – P. 1548–1553.24. Kurihara, T. Ring transformation of 6H-cyclopropa[e]pyrazolo[1,5-a]pyrimidine. IV (1).Reduction and reaction of 5a-acetyl-6a-ethoxycarbonyl-5a,6a-dihydro-6H-cyclopropa[e]pyrazolo[1,5a]pyrimidine-3-carbonitriles with primary amines / T. Kurihara, K. Nasu, T. Tani // J.
Heterocycl.Chem. – 1982. – V. 19. – № 3. – P. 519–523.25. Kurihara, T. Ring transformation of 6H-cyclopropa[e]pyrazolo[1,5-a]pyrimidine. VI. Substituenteffect of 6-substituted 5a-acetyl-6a-ethoxycarbonyl-5a,6a-dihydro-6H-cyclopropa[e]pyrazolo[1,5a]pyrimidine-3-carbonitriles / T. Kurihara, E. Kawasaki, T. Morita, K. Nasu // J. Heterocycl. Chem. –1985. – V. 22. – № 3. – P.
785–791.16326. Sato, M. Psychotropic agents. V. Synthesis of 1,3-diphenyl-4-(4-substituted piperidinyl)-1butanones and related compounds. / M. Sato, F. Uchimaru // Chem. Pharm. Bull. – 1981. – V. 29. – №11. – P. 3134–3144.27. Seebach, D. Nucleophile Ringöffnung von -Nitrocyclopropancarbonsäure-arylestern mit sterischgeschützter, aber elektronisch wirksamer Carbonyl- und Nitro-Gruppe. Ein neues Prinzip der Aminosäure-Synthese (2-Aminobutansäure-a4-Synthon) / D. Seebach, R.
Häner, T. Vettiger // Helv.Chim. Acta – 1987. – V. 70. – № 6. – P. 1507–1515.28. O’Bannon, P. E. Nitrocyclopropanes from nitrodiazomethanes. Preparation and reactivity / P. E.O’Bannon, W. P. Dailey // Tetrahedron – 1990. – V. 46. – № 21. – P. 7341–7358.29. Cook, A. G. Bicyclic enamines.
VI. Homoallylic participation in the formation and properties ofsome bicyclic enamines / A. G. Cook, W. M. Kosman, T. A. Hecht, W. Koehn // J. Org. Chem. – 1972.– V. 37. – № 10. – P. 1565–1568.30. Cook, A. G. Relative basicities of some endo and exo norbornylamines / A. G. Cook, L. R.Wesner, S. L. Folk // J. Org.
Chem. – 1997. – V. 62. – № 21. – P. 7205–7209.31. Danishefsky, S. Highly activated cyclopropane for homoconjugate reactions / S. Danishefsky, R.K. Singh // J. Am. Chem. Soc. – 1975. – V. 97. – № 11. – P. 3239–3241.32. Budynina, E. M. Ring opening of 1,1-dinitrocyclopropane by addition of C, N, O and Snucleophiles / E. M. Budynina, O. A. Ivanova, E. B.
Averina, T. S. Kuznetsova, N. S. Zefirov //Tetrahedron Lett. – 2006. – V. 47. – № 5. – P. 647–649.33. Schobert, R. 3-Functionalized tetronic acids from domino rearrangement/cyclization/ring-openingreactions of allyl tetronates / R. Schobert, G. J. Gordon, A. Bieser, W. Milius // Eur. J. Org. Chem. –2003. – V. 2003. – № 18. – P. 3637–3647.34.
Blanchard, L. A. Diethylaluminum chloride-amine complex mediated aminolysis of activatedcyclopropanes / L. A. Blanchard, J. A. Schneider // J. Org. Chem. – 1986. – V. 51. – № 8. – P. 1372–1374.35. Magolan, J. Expanding the scope of Mn(OAc)3-mediated cyclizations: Synthesis of the tetracycliccore of tronocarpine / J. Magolan, M.
A. Kerr // Org. Lett. – 2006. – V. 8. – № 20. – P. 4561–4564.36. Tejeda, J. E. C. Radical cyclizations for the synthesis of pyrroloindoles: progress toward theflinderoles / J. E. C. Tejeda, B. K. Landschoot, M. A. Kerr // Org. Lett. – 2016. – V. 18. – № 9. – P.2142–2145.16437. Tomilov, Y. V. Lewis acid catalyzed reactions of donor–acceptor cyclopropanes with 1- and 2pyrazolines: formation of substituted 2-pyrazolines and 1,2-diazabicyclo[3.3.0]octanes / Y. V.Tomilov, R.
A. Novikov, O. M. Nefedov // Tetrahedron – 2010. – V. 66. – № 47. – P. 9151–9158.38. Lifchits, O. A mild procedure for the Lewis acid-catalyzed ring-opening of activatedcyclopropanes with amine nucleophiles / O. Lifchits, A. B. Charette // Org. Lett. – 2008. – V. 10. – №13. – P. 2809–2812.39. Lindsay, V. N. G. Asymmetric Rh(II)-catalyzed cyclopropanation of alkenes with diacceptor diazocompounds: p-methoxyphenyl ketone as a general stereoselectivity controlling group / V. N. G.Lindsay, C.
Nicolas, A. B. Charette // J. Am. Chem. Soc. – 2011. – V. 133. – № 23. – P. 8972–8981.40. So, S. S. Boronate urea activation of nitrocyclopropane carboxylates / S. S. So, T. J. Auvil, V. J.Garza, A. E. Mattson // Org. Lett. – 2012. – V. 14. – № 2. – P. 444–447.41. Nickerson, D. M. Internal Lewis acid assisted ureas: tunable hydrogen bond donor catalysts / D. M.Nickerson, V. V. Angeles, T.
J. Auvil, S. S. So, A. E. Mattson // Chem. Commun. – 2013. – V. 49. –№ 39. – P. 4289–4291.42. Zhou, Y.-Y. Side-arm-promoted highly enantioselective ring-opening reactions and kineticresolution of donor–acceptor cyclopropanes with amines / Y.-Y. Zhou, L.-J. Wang, J. Li, X.-L. Sun, Y.Tang // J. Am. Chem. Soc. – 2012. – V. 134. – № 22. – P. 9066–9069.43. Kang, Q. Sidearm as a control in the asymmetric ring opening reaction of donor-acceptorcyclopropane / Q. Kang, L. Wang, Z. Zheng, J.
Li, Y. Tang // Chinese J. Chem. – 2014. – V. 32. – №8. – P. 669–672.44. Liao, S. Side arm strategy for catalyst design: modifying bisoxazolines for remote control ofenantioselection and related / S. Liao, X.-L. Sun, Y. Tang // Acc. Chem. Res. – 2014. – V. 47. – № 8. –P. 2260–2272.45. Izquierdo, M. L. Synthesis of E and Z 1-amino-2-aryl(alkyl)-cyclopropanecarboxylic acids viameldrum derivatives / M. L. Izquierdo, I. Arenal, M. Bernabé, E. Fernández Alvarez // Tetrahedron –1985.
– V. 41. – № 1. – P. 215–220.46. Chen, Y. The stereoselective synthesis of N-aryl-trans,trans--carboxyl--methoxycarbonyl--aryl-butyrolactams / Y. Chen, W. Ding, W. Cao, C. Lu // Synth. Commun. – 2001. – V. 31. – № 20. – P.3107–3112.47. Chen, Y. The reaction of electron-deficient cyclopropane derivatives with aromatic amines / Y.Chen, W. Cao, M. Yuan, H. Wang, W.
Ding, M. Shao, X. Xu // Synth. Commun. – 2008. – V. 38. – №19. – P. 3346–3353.16548. Schobert, R. Domino conversions of allyl tetronates and 4-allyloxycoumarins to all-trans 1,3,4,5tetrasubstituted γ-butyrolactams / R. Schobert, A. Bieser, G. Mullen, G. Gordon // Tetrahedron Lett. –2005. – V. 46. – № 33.
– P. 5459–5462.49. Snider, B. B. Synthesis of the tricyclic triamine core of martinelline and martinellic acid / B. B.Snider, Y. Ahn, B. M. Foxman // Tetrahedron Lett. – 1999. – V. 40. – № 17. – P. 3339–3342.50. Snider, B. B. Total synthesis of (+/-)-martinellic acid. / B.