期刊
TETRAHEDRON
卷 65, 期 26, 页码 5030-5036出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2009.02.031
关键词
Asymmetric catalysis; Bifunctional catalysis; Kinetic resolution; Nitroaldol; Tertiary alcohol
资金
- JSPS [20037010]
- MEXT
- Grants-in-Aid for Scientific Research [20037010] Funding Source: KAKEN
Full details of the kinetic resolution of tertiary nitroaldols derived from simple ketones are described. Mixed BINOL/biphenol La-Li heterobimetallic complexes gave the best selectivity in retro-nitroaldol reactions of racemic tertiary nitroaldols. Using a 2:1 mixture of La-Li-3-(binaphthoxide 1a)(3) complex (LLB) and La-Li-3-(biphenoxide 1e)(3) complex, chiral tertiary nitroaldols were obtained in 80-97% ee and 30-47% recovery yield. Transformations of products were also investigated. (C) 2009 Elsevier Ltd. All rights reserved.
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