Synthesis of β-hydroxy-α-haloesters through super silyl ester directed syn-selective aldol reaction.

ABSTRACT: Super silyl haloesters including chloro- and bromoacetate were synthesized and utilized for aldol reactions to give syn-β-hydroxy-α-haloacetates in good yields with high diastereoselectivities. β-Hydroxy-α-fluoroacetate was obtained by lithiation of super silyl bromofluoroacetate. Sequential Darzens reactions provided cis-glycidic esters in moderate yields.

SUBMITTER: Oda S 

PROVIDER: S-EPMC3946542 | biostudies-literature | 2013 Dec

REPOSITORIES: biostudies-literature