Premium
Divergent Synthesis of Dihydropyranone Stereoisomers via N‐Heterocyclic Carbene Catalysis
Author(s) -
Zhao Changgui,
Wang Jian
Publication year - 2019
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201801639
Subject(s) - chemistry , carbene , acylation , enantioselective synthesis , stereoselectivity , catalysis , kinetic resolution , combinatorial chemistry , stereochemistry , organic chemistry
We recently developed a novel chiral N‐heterocyclic carbene (NHC) catalyzed dynamic kinetic enantioselective acylation (DKEA) and dynamic kinetic diastereoselective acylation (DKDA) of Achmatowicz rearrangement products to generate useful intermediates for the further synthesis of carbohydrates. In this update, we describe a divergent NHC catalytic strategy for the stereoselective preparation of all four isomers starting from a common racemic precursor. The present report provides easy access to diverse optically pure dihydropyranones.