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Asymmetric Synthesis of Baylis–Hillman‐Type Allyl Alcohols via a Chiral Acetylenic Ester Titanium Alkoxide Complex
Author(s) -
Suzuki Daisuke,
Urabe Hirokazu,
Sato Fumie
Publication year - 2000
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/1521-3773(20000915)39:18<3290::aid-anie3290>3.0.co;2-t
Subject(s) - alkoxide , electrophile , diastereomer , titanium , chemistry , baylis–hillman reaction , adduct , organic chemistry , medicinal chemistry , catalysis
β ‐Substituted acrylates with high diastereomeric excess can be prepared by coupling optically active acetylenic ester titanium alkoxide complexes with aldehydes [Eq. (1); El=electrophile]. This reaction represents an asymmetric transformation complementary to the Baylis–Hillman reaction.