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Diastereoselective Povarov‐Like Reaction Involving O ‐Pivaloylated D ‐Galactosylimine
Author(s) -
Wang Gang,
Li Boyu,
Lou Qinghua,
Li Zhongjun,
Meng Xiangbao
Publication year - 2013
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.201200761
Subject(s) - chemistry , stereoselectivity , aldimine , nucleophile , enol , component (thermodynamics) , molecule , organic chemistry , reaction conditions , stereochemistry , combinatorial chemistry , catalysis , physics , thermodynamics
A diastereoselective Povarov‐like reaction using O ‐pivaloylated β‐ D ‐galactosylamine as the chiral auxiliary is described. The three‐component reaction of chiral aldimines, cyclic enol ethers and nucleophiles afforded the desired products in good yields and high content of the main isomer. This procedure provides an efficient method to obtain multifunctional molecules carrying three contiguous chiral centers in high stereoselectivity.