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Preparations of Chiral Menthyl α‐Sulfinylacrylates. The Optically Active Dienophiles with Double Asymmetric‐Induction Capability
Author(s) -
Yang TengKuci,
Teng TsungFan,
Lec DongSheng
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.199100063
Subject(s) - chemistry , optically active , asymmetric induction , chiral auxiliary , organic chemistry , enantioselective synthesis , combinatorial chemistry , stereochemistry , catalysis
The introduction of optically active carboxylates onto the chiral vinyl sulfoxides increased their reactivities toward electron‐rich dienes in Diels‐Alder cycloadditions, thus much milder reaction conditions were used. The two chiral auxiliaries became cither a matched or mismatched pair which can be justified by their ability of chiral induction. Here we report a preparative‐scale synthesis of optically active α‐sulfinylacrylates with double asymmetric capability.