155003-67-1Relevant articles and documents
Asymmetric synthesis of all 8 stereoisomers of α-methyl homoallylic alcohols derived by crotyl addition onto bis(hydroxymethyl)acetaldehydes (BHYMA*)
Guanti, Giuseppe,Banfi, Luca,Teresa Zannetti
, p. 5487 - 5490 (2007/10/02)
The asymmetric synthesis of epimeric α-methyl homoallylic alcohols 4 and 7 has been realized respectively through chelation-controlled addition of crotylbutyltin to asymmetrized bis(hydroxymethyl) acetaldehydes (BHYMA*) 3, and via chelation-controlled reduction of ketones 8. Due to the stereochemical flexibility of the C-5 chiral centre and to the enantiodivergent preparation of both anantiomers of 3, all 8 isomers of these crotylation products become accessible, starting from an unique precursor 1.