Direct carbon–carbon bond formation via soft enolization: aldol addition of α-halogenated thioesters
Author(s) -
Julianne M. Yost,
Rachel J. Alfie,
Emily M. Tarsis,
Insun Chong,
Don M. Coltart
Publication year - 2010
Publication title -
chemical communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.837
H-Index - 333
eISSN - 1364-548X
pISSN - 1359-7345
DOI - 10.1039/c0cc02345k
Subject(s) - aldol reaction , chemistry , keto–enol tautomerism , carbon fibers , double bond , thioester , carbon–carbon bond , organic chemistry , medicinal chemistry , photochemistry , tautomer , materials science , catalysis , composite number , composite material , enzyme
α-Halo thioesters undergo soft enolization and syn-selective direct aldol addition to aldehydes in the presence of MgBr(2)·OEt(2) and i-Pr(2)NEt to produce α-halo-β-hydroxy thioesters.
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