Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 130, Issue 48, Pages 16132-+Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja805848z
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Funding
- MEXT, Japan [19350019]
- Grants-in-Aid for Scientific Research [19350019] Funding Source: KAKEN
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An enantioselective nucleophilic substitution reaction of achiral dialkoxysilane has been developed. The reaction proceeds with efficient stereocontrol on the silicon chirality center to give the enantioenriched silyl ether, which can be converted to the silanol without loss of enantiopurity. We have analyzed the steric course of the reaction by using DFT calculations and propose a transition state model to explain the observed enantioselectivity.
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