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The first example of enantioselective allyl transfer from a linear homoallylic alcohol to an aldehyde
Teck-Peng Loh1, Chi-Lik Ken Lee, Kui-Thong Tan
1Department of Chemistry, 3 Science Drive 3, National University of Singapore, Singapore 117543. chmlohtp@nus.edu.sg
Organic Letters
|August 17, 2002
Abstract:
[reaction: see text] The first example of enantioselective linear homoallylic alcohol transfer reaction was revealed. In all cases, the whole rearrangement is thermodynamically favorable and a steric effect is the driving force of this reaction. The preservation of the stereocenter and olefin geometry together with the isolation of gamma-adduct homoallylic alcohols in one isomeric form have warranted the proposed mechanism.