Catalytic Enantioselective Michael Addition of α-Aryl-α-Isocyanoacetates to Vinyl Selenone: Synthesis of α,α-Disubstituted α-Amino Acids and (+)- and (−)-Trigonoliimine A
2013
Abstract
Be like Mike: The title reaction in the presence of the catalyst 1 afforded Michael adducts in excellent yields and enantioselectivities. The adducts were readily converted into alpha,alpha’-disubstituted alpha-amino acids. The enantioselective total synthesis of both (+)- and (-)-trigonoliimine A was accomplished using one of the Michael adducts derived from this methodology.
Details
Title
Catalytic Enantioselective Michael Addition of α-Aryl-α-Isocyanoacetates to Vinyl Selenone: Synthesis of α,α-Disubstituted α-Amino Acids and (+)- and (−)-Trigonoliimine A
Author(s)
Buyck, Thomas ; Wang, Qian ; Zhu, Jieping
Published in
Angewandte Chemie International Edition
Volume
52
Issue
48
Pages
12714-12718
Date
2013
Publisher
Wiley-Blackwell
ISSN
1433-7851
Other identifier(s)
View record in Web of Science
Laboratories
LSPN
Record Appears in
Scientific production and competences > SB - School of Basic Sciences > ISIC - Institute of Chemical Sciences and Engineering > LSPN - Laboratory of synthesis and natural products
Peer-reviewed publications
Work produced at EPFL
Journal Articles
Published
Peer-reviewed publications
Work produced at EPFL
Journal Articles
Published
Record creation date
2013-11-20