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

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

The Journal of organic chemistry (2011-04-30)
Takashi Tomioka, Yuki Yabe, Tohru Takahashi, Tracy K Simmons
PMID21526866
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.

MATERIALS
Product Number
Brand
Product Description
256811
Sigma-Aldrich
Diisobutylaluminum hydride, reagent grade
Pricing and availability is not currently available.
190306
Sigma-Aldrich
Diisobutylaluminum hydride solution, 1.0 M in hexanes
Pricing and availability is not currently available.
214973
Sigma-Aldrich
Diisobutylaluminum hydride solution, 1.0 M in methylene chloride
Pricing and availability is not currently available.
214949
Sigma-Aldrich
Diisobutylaluminum hydride solution, 1.0 M in cyclohexane
Pricing and availability is not currently available.
215007
Sigma-Aldrich
Diisobutylaluminum hydride solution, 1.0 M in toluene
Pricing and availability is not currently available.
214981
Sigma-Aldrich
Diisobutylaluminum hydride solution, 1.0 M in THF
Pricing and availability is not currently available.
214965
Sigma-Aldrich
Diisobutylaluminum hydride solution, 1.0 M in heptane
Pricing and availability is not currently available.
192724
Sigma-Aldrich
Diisobutylaluminum hydride solution, 25 wt. % in toluene
Pricing and availability is not currently available.