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DIBAL-mediated reductive transformation of trans-dimethyl tartrate acetonide into ?-hydroxy ?,?-unsaturated ester and its derivatives.

ABSTRACT: Stepwise, selective DIBAL reduction of the acetonide diester derived from tartaric acid followed by the Horner-Emmons reaction effectively provided desymmetrized hydroxy mono-olefination products in a one-pot operation.

SUBMITTER: Tomioka T

PROVIDER: S-EPMC3103658 | biostudies-other | 2011 Jun

REPOSITORIES: biostudies-other

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DIBAL-mediated reductive transformation of trans-dimethyl tartrate acetonide into ε-hydroxy α,β-unsaturated ester and its derivatives.

Tomioka Takashi T Yabe Yuki Y Takahashi Tohru T Simmons Tracy K TK

The Journal of organic chemistry 20110429 11

Stepwise, selective DIBAL reduction of the acetonide diester derived from tartaric acid followed by the Horner-Emmons reaction effectively provided desymmetrized hydroxy mono-olefination products in a one-pot operation. ...[more]

PMID: 21526866

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