Acidity-Directed Synthesis of Substituted γ-Butyrolactones from Aliphatic Aldehydes
作者:P. Veeraraghavan Ramachandran、Debarshi Pratihar
DOI:10.1021/ol0705806
日期:2007.5.1
The strength of the Lewis or Bronsted acids controls the formation of either beta,gamma-disubstituted-alpha-methylene-gamma-butyrolactones or gamma-substituted-alpha-alkylidene-gamma-butyrolactones via the lactonization or oxonia cope rearrangement-lactonization, respectively, of the borate intermediates resulting from the crotylboration of aliphatic aldehydes with ester-containing crotylboronates, such as (E)-methyl 2-boramethyl-2-butenoates.