登录 注册 会员服务 联系我们

Enantioselective synthesis of (+)-α-vetivone through the Michael reaction of chiral imines

  • Published:2000-12 Issue:24 Volume:11 Page:4975-4983
  • ISSN:0957-4166
  • Container-title:Tetrahedron: Asymmetry
  • language:en
  • Short-container-title:Tetrahedron: Asymmetry

Author:

Revial Gilbert,Jabin Ivan,Pfau Michel

Publisher

Elsevier BV

Subject

Inorganic Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Catalysis

Reference19 articles.

1. (a) Pfau, M.; Revial, G.; Guingant, A.; D'Angelo, J. J Am. Chem. Soc. 1985, 107, 273–274. Pfau, M.; Revial, G. (KIREX) 1985, PCT WO 85 04873; Mechanisms: (b) Sevin, A.; Tortajada, J.; Pfau, M. J. Org. Chem. 1986, 51, 2671–2675; (c) Sevin, A.; Masure, D.; Giessner-Prettre, C.; Pfau, M. Helv. Chim. Acta 1990, 73, 552–573; (d) Pfau, M.; Tomas, A.; Lim, S.; Revial, G. J. Org. Chem. 1995, 60, 1143–1147; (e) Jabin, I.; Revial, G.; Tomas, A.; Lemoine, P.; Pfau, M. Tetrahedron: Asymmetry 1995, 6, 1795–1812; (f) Lucero, M. J.; Houk, K. N. J. Am. Chem. Soc. 1997, 119, 826–827. Reviews: Revial, G.; Pfau, M. Org. Synth. 1991, 70, 35–46. Oare, D. A.; Heathcock, C. H. Top. Stereochem. 1991, 20, 87–170 (see p. 114). D'Angelo, J.; Desmaële, D.; Dumas, F.; Guingant, A. Tetrahedron: Asymmetry 1992, 3, 459–505. D'Angelo, J.; Cavé, C.; Desmaële, D.; Dumas, F. Trends Org. Chem. 1993, 4, 555–616. Guingant, A. Advances in Asymmetric Synthesis; JAI Press Inc., Vol. 2, 1997, 159–174. Recent developments and applications: Jabin, I.; Revial, G.; Melloul, K.; Pfau, M. Tetrahedron: Asymmetry 1997, 8, 1101–1109 and references for 1991–mid 1996 included. Hervouet, K.; Guingant, A. Tetrahedron: Asymmetry 1996, 7, 421–424. Ibid. 425–426. Tenius, B. S. M.; Rohde, A. R.; Victor, M. M.; Viegas Jr., C. Synth. Commun. 1996, 26, 197–203. Audia, J. E.; Droste, J. J.; Dunigan, J. M.; Bowers, J.; Heath, P. C.; Holme, D. W.; Eifert, J. H.; Kay, H. A.; Miller, R. D.; Olivares, J. M.; Rainey, T. F.; Weigel, L. O. Tetrahedron Lett. 1996, 37, 4121–4124. Agami, C.; Hamon, L.; Kadouri-Puchot, C.; Le Guen, V. J. Org. Chem. 1996, 61, 5736–5742. Xiong, Z.; Yang, J.; Li, Y.; Liao, R.; Li, Z. Chinese Chem. Lett. 1996, 7, 695–696. Xiong, Z.; Yang, J.; Li, Y. Tetrahedron: Asymmetry 1996, 7, 2607–2612. Sequeira, L. C.; Costa, P. R. R.; Neves, A. F. J. Braz. Chem. Soc. 1996, 7, 269–271. Xiong, Z.; Li, Y.; Liao, R.; Li, Z. J. Chem. Research (S) 1996, 477. David, B.; Schuber, F. Bioorg. Med. Chem. Lett. 1996, 6, 1673–1676. Saito, A.; Tanaka, A.; Oritani, T. Tetrahedron: Asymmetry 1996, 7, 2923–2928. Corey, E. J.; Wood Jr., H. B. J. Am. Chem. Soc. 1996, 118, 11982–11983. Provot, O.; Hamzaoui, M.; Huy, D. N.; Mayrargue, J.; Moskowitz, H. Heterocyclic Commun. 1996, 2, 267–271. Tamogami, S.; Katayama, M.; Marumo, S.; Isobe, M. Biosci. Biotech. Biochem. 1996, 60, 1372–1374. Desmaële, D.; Mekouar, K.; D'Angelo, J. J. Org. Chem. 1997, 62, 3890–3901. Alves, J. C. F.; Simas, A. B. C.; Costa, P. R. R.; D'Angelo, J. Tetrahedron: Asymmetry. 1997, 8, 1963–1966. D'Angelo, J.; Cavé, C.; Desmaële, D. Israel J. Chem. 1997, 37, 81–85. Cavé, C.; Gassama, A.; Mahuteau, J.; D'Angelo, J.; Riche, C. Tetrahedron Lett. 1997, 38, 4773–4776. Cavé, C.; Le Porhiel-Castellon, Y.; Daley, V.; Riche, C.; Chiaroni, A.; D'Angelo, J. Tetrahedron Lett. 1997, 38, 8703–8706. Witschel, M. C.; Bestmann, H. J. Synthesis 1997, 107–112. Hamzaoui, M.; Provot, O.; Grégoire, F.; Riche, C.; Chiaroni, A.; Gay, F.; Moskowitz, H.; Mayrargue, J. Tetrahedron: Asymmetry 1997, 8, 2085–2088. Tori, M.; Miyake, T.; Hamaguchi, T.; Sono, M. Tetrahedron: Asymmetry 1997, 8, 2731–2738. Westermann, B.; Dubberke, S. Liebigs Ann/Recueil 1997, 375–380. Tori, M.; Hamaguchi, T.; Aoki, M.; Sono, M.; Asakawa, Y. Can. J. Chem. 1997, 75, 634–640. Vérité, P.; Ménager, S.; Cavé, C.; André, D.; D'Angelo, J.; Revial, G.; Combet-Farnoux, C.; Lafont, O. Bioorg. Med. Chem. Lett. 1997, 7, 587–592. Zhong, G.; Hoffmann, T.; Lerner, R. A.; Danishefsky, S.; Barbas, III, C. F. J. Am. Chem. Soc. 1997, 119, 8131–8132. Lin, C.-H.; Hoffman, T. Z.; Wirsching, P.; Barbas, III, C. F.; Janda, K. D.; Lerner, R. A. Proc. Natl. Acad. Sci. USA 1997, 94, 11773–11776. Chiaroni, A.; Riche, C.; Dumas, F.; Mauduit, M.; Miet, C. Acta Cryst. 1998, C54, 401–403. D'Angelo, J.; Cavé, C.; Desmaële, D.; Gassama, A.; Thominiaux, C.; Riche, C. Heterocycles 1998, 47, 725–746. Da Silva Goes, A. J.; Cavé, C.; D'Angelo, J. Tetrahedron Lett. 1998, 39, 1339–1340. Tran Huu Dau, M. E.; Riche, C.; Dumas, F.; D'Angelo, J. Tetrahedron: Asymmetry 1998, 9, 1059–1064. Wimmer, Z.; Saman, D.; Kuldova, J.; Desmaële, D.; D'Angelo, J.; Goudey-Perrière, F. Helv. Chim. Acta 1998, 81, 2017–2023. Zouhiri, F.; Desmaële, D.; D'Angelo, J.; Mahuteau, J.; Riche, C.; Gay, F.; Cicéron, L. Eur. J. Org. Chem. 1998, 2897–2906. Benovsky, P.; Stephenson, G. A.; Stille, J. R. J. Am. Chem. Soc. 1998, 120, 2493–2500. Fioravanti, S.; Olivieri, L.; Pellacani, L.; Tardella, P. A. J. Chem. Research (S) 1998, 338–339. Williams, D. R.; Cortez, G. S. Tetrahedron Lett. 1998, 39, 2675–2678. He, W.; Huang, F.-C.; Gavai, A.; Chan, W. K.; Amato, G.; Yu, K.-T.; Zilberstein, A. Bioorg. Med. Chem. Lett. 1998, 8, 3659–3664. Maiti, S.; Achari, B.; Banerjee, A. K. Synlett 1998, 129–130. Hadden, M.; Nieuwenhuyzen, M.; Potts, D.; Stevenson, P. J. J. Chem. Soc., Perkin Trans. 1 1998, 3437–3441. Boukouvalas, J.; Cheng, Y.-X.; Robichaud, J. J. Org. Chem. 1998, 63, 228–229. Zouhiri, F.; Desmaële, D.; D'Angelo, J.; Riche, C.; Gay, F.; Cicéron, L. Tetrahedron Lett. 1998, 39, 2969–2972. Brohm, D.; Waldmann, H. Tetrahedron Lett. 1998, 39, 3995–3998. Pinheiro, S.; de Farias, F. M. C.; Saraiva, A. S.; Campos, M. P. A. Tetrahedron: Asymmetry 1998, 9, 2031–2034. Morisson, V.; Barnier, J. P.; Blanco, L. Tetrahedron 1998, 7749–7764. Smith, G. V.; Wang, Y.; Song, R.; Jackson, M. Catalysis Today 1998, 44, 119–127. Ref 12. Daley, V.; D'Angelo, J.; Cavé, C.; Mahuteau, J.; Chiaroni, A.; Riche, C. Tetrahedron Lett. 1999, 40, 1657–1660. Alves, J. C. F.; Simas, A. B. C.; Costa, P. R. R. Tetrahedron: Asymmetry 1999, 10, 297–306. Provot, O.; Camuzat-Dedenis, B.; Hamzaoui, M.; Moskowitz, H.; Mayrargue, J.; Robert, A.; Cazelles, J.; Meunier, B.; Zouhiri, F.; Desmaële, D.; D'Angelo, J.; Mahuteau, J.; Gay, F.; Cicéron, L. Eur. J. Org. Chem. 1999, 1935–1938. Tori, M.; Hisazumi, K.; Wada, T.; Sono, M.; Nakashima, K. Tetrahedron: Asymmetry 1999, 10, 961–971. Lim, S.; Jabin, I.; Revial, G. Tetrahedron Lett. 1999, 40, 4177–4180. Thominiaux, C.; Roussé, S.; Desmaële, D.; D'Angelo, J.; Riche, C. Tetrahedron: Asymmetry 1999, 10, 2015–2021. Aicher, T. D.; Damon, R. E.; Koletar, J.; Vinluan, C. C.; Brand, L. J.; Gao, J.; Shetty, S. S.; Kaplan, E. L.; Mann, W. R. Bioorg. Med. Chem. Lett. 1999, 9, 2223–2228. Nour, M.; Tan, K.; Cavé, C.; Villeneuve, D.; Desmaële, D.; D'Angelo, J.; Riche, C. Tetrahedron: Asymmetry 2000, 11, 995–1002. Muri, E.; Kanazawa, A.; Barreiro, E.; Greene, A. E. J. Chem. Soc., Perkin Trans. 1 2000, 731–735. Revial, G.; Lim, S.; Viossat, B.; Lemoine, P.; Tomas, A.; Duprat, A. F.; Pfau, M. J. Org. Chem. 2000, 65, 4593–4600.

2. Revial, G. Tetrahedron Lett. 1989, 30, 4121–4124, 7275.

3. Revial, G.; Jabin, I.; Redolfi, M.; Pfau, M. J. Chem. Soc., Perkin Trans. 1, submitted.

4. Etudes sur les matières végétales volatiles X. Sur les vétivones, constituants odorants des essences de vétiver

5. Endo, K.; de Mayo, P. J. Chem. Soc., Chem. Commun. 1967, 89–90

Cited by 33 articles. 订阅此论文施引文献 订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

同舟云学术

1.学者识别学者识别

2.学术分析学术分析

3.人才评估人才评估

"同舟云学术"是以全球学者为主线，采集、加工和组织学术论文而形成的新型学术文献查询和分析系统，可以对全球学者进行文献检索和人才价值评估。用户可以通过关注某些学科领域的顶尖人物而持续追踪该领域的学科进展和研究前沿。经过近期的数据扩容，当前同舟云学术共收录了国内外主流学术期刊6万余种，收集的期刊论文及会议论文总量共计约1.5亿篇，并以每天添加12000余篇中外论文的速度递增。我们也可以为用户提供个性化、定制化的学者数据。欢迎来电咨询！咨询电话：010-8811{复制后删除}0370

www.globalauthorid.com

TOP

Copyright © 2019-2024 北京同舟云网络信息技术有限公司
京公网安备11010802033243号  京ICP备18003416号-3