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ChemInform Abstract: Diastereoselective Protonation of Chiral Enolate with Chiral Imides.

✍ Scribed by A. YANAGISAWA; T. WATANABE; T. KIKUCHI; T. KURIBAYASHI; H. YAMAMOTO

Publisher
John Wiley and Sons
Year
2010
Weight
27 KB
Volume
28
Category
Article
ISSN
0931-7597

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✦ Synopsis

Diastereoselective Protonation of Chiral Enolate with Chiral Imides.

-Protonation of the lithium enolate (I) of (-)-menthone by chiral imides such as the (R)-imide of conditions (A) generates mainly the cis ketone (III). The selectivity of this process can be completely reversed by using the corresponding (S)-imide (conditions B). The method can be carried out with catalytic amounts of chiral imides and an achiral proton source. -(YANAGISAWA, A.

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