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  4. Catalytic Enantioselective Michael Addition of α-Aryl-α-Isocyanoacetates to Vinyl Selenone: Synthesis of α,α-Disubstituted α-Amino Acids and (+)- and (−)-Trigonoliimine A
 
research article

Catalytic Enantioselective Michael Addition of α-Aryl-α-Isocyanoacetates to Vinyl Selenone: Synthesis of α,α-Disubstituted α-Amino Acids and (+)- and (−)-Trigonoliimine A

Buyck, Thomas  
•
Wang, Qian  
•
Zhu, Jieping  
2013
Angewandte Chemie International Edition

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.

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Type
research article
DOI
10.1002/anie.201306663
Web of Science ID

WOS:000327582900047

Author(s)
Buyck, Thomas  
Wang, Qian  
Zhu, Jieping  
Date Issued

2013

Publisher

Wiley-Blackwell

Published in
Angewandte Chemie International Edition
Volume

52

Issue

48

Start page

12714

End page

12718

Subjects

asymmetric synthesis

•

heterocycles

•

natural products

•

organocatalysis

•

selenium

Editorial or Peer reviewed

REVIEWED

Written at

EPFL

EPFL units
LSPN  
Available on Infoscience
November 20, 2013
Use this identifier to reference this record
https://infoscience.epfl.ch/handle/20.500.14299/97143
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