Stereoselective Synthesis of Multiple Stereocenters by Using a Double Aldol Reaction | Zendy

Shimoda Yasushi | Zendy; Kubo Tatsunori | Zendy; Sugiura Masaharu | Zendy; Kotani Shunsuke | Zendy; Nakajima Makoto | Zendy

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Stereoselective Synthesis of Multiple Stereocenters by Using a Double Aldol Reaction

Author(s) -

Shimoda Yasushi,

Kubo Tatsunori,

Sugiura Masaharu,

Kotani Shunsuke,

Nakajima Makoto

Publication year - 2013

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.201209848

Subject(s) - stereocenter , aldol reaction , stereoselectivity , lewis acids and bases , ketone , alkyl , chemistry , catalysis , base (topology) , organic chemistry , stereochemistry , combinatorial chemistry , enantioselective synthesis , mathematics , mathematical analysis

Triple play : The title reaction of an alkyl methyl ketone and two aldehydes using chiral ( S )‐binapo as a Lewis base catalyst allows access to 1,5‐dihydroxy‐3‐pentanone derivatives with multiple chiral centers in good yields with high diastereo‐ and enantioselectivities in a single operation (see scheme).

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