639519-02-1Relevant articles and documents
Asymmetric synthesis of (3S,4R,7S)-(-)-3-hydroxy-7-methoxy-2,2,4-trimethyl- decanoic acid, a plausible polyketide fragment of halipeptin A
Della Monica, Carmela,Maulucci, Nakia,De Riccardis, Francesco,Izzo, Irene
, p. 3371 - 3378 (2007/10/03)
The first enantioselective synthesis of (3S,4R,7S)-(-)-3-hydroxy-7-methoxy- 2,2,4-trimethyl-decanoic acid 4 in 11 steps and 6% overall yield, starting from commercially available methyl 2,2-dimethyl-3-hydroxy propionate 5 is described. The stereochemical flexible synthetic pathway involves a Brown's crotylboration reaction and a Corey-Bakshi-Shibata (CBS) oxazaborolidine-mediated reduction.