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

Takashi Tomioka Yuki Yabe Tohru Takahashi Tracy K Simmons

J Org Chem

Department of Chemistry and Biochemistry, University of Mississippi, University, Mississippi 38677, United States.

Published: June 2011

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.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3103658	PMC
http://dx.doi.org/10.1021/jo200019j	DOI Listing

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