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Asymmetric Diels‐Alder Reactions of Chiral Menthyl α‐Sulfinylacrylates
Author(s) -
Yang TengKuei,
Lee DongSheng,
Teng TsungFan,
Jong TingTing,
Chien MeiYueh
Publication year - 1991
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.199100069
Subject(s) - chemistry , menthol , diastereomer , sulfoxide , acrylate , organic chemistry , chiral auxiliary , enantioselective synthesis , asymmetric induction , diels–alder reaction , catalysis , polymer , monomer
Introducing two chiral auxiliaries, sulfoxide and menthol, into an acrylate would have either matched or mismatched pair systems. The presence of chiral menthol in α‐sulfinylacrylates can change the diastereoselectivity from 24% d.e. to a single diastereomer by manipulation of the double asymmetric strategy.