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α‐Chiral Acetylenes Having an All‐Carbon Quaternary Center: Phase Transfer Catalyzed Enantioselective α Alkylation of α‐Alkyl‐α‐alkynyl Esters
Author(s) -
Hashimoto Takuya,
Sakata Kazuki,
Maruoka Keiji
Publication year - 2009
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/anie.200901977
Subject(s) - alkylation , isomerization , alkyl , chemistry , catalysis , enantioselective synthesis , quaternary carbon , base (topology) , phase (matter) , medicinal chemistry , organic chemistry , mathematical analysis , mathematics
Going through the phases : The title reaction was found to proceed by an initial base‐mediated isomerization to allenyl esters and subsequent phase transfer catalyzed alkylation at the α position of the ester (see scheme).
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