Asymmetric Aldol Reaction of Ketones with Alkenyl Trichloroacetates Catalyzed by Dibutyltin Dimethoxide and BINAP⋅Silver(I) Complex: Construction of a Chiral Tertiary Carbon Center

2009 ◽  
Vol 351 (11-12) ◽  
pp. 1757-1762 ◽  
Author(s):  
Akira Yanagisawa ◽  
Yuuki Terajima ◽  
Kazuma Sugita ◽  
Kazuhiro Yoshida
Keyword(s):  
Aldol Reaction ◽  
Asymmetric Aldol ◽  
Asymmetric Aldol Reaction ◽  
Tertiary Carbon ◽  
Complex Construction

Asymmetric Aldol Reaction of Alkenyl Esters with α-Ketoesters Catalyzed by Chiral Tin Alkoxides

Synlett ◽  
2021 ◽  
Author(s):  
Akira Yanagisawa ◽  
Chika Uchiyama ◽  
Kotaro Takagi
Keyword(s):  
Sodium Methoxide ◽  
Aldol Reaction ◽  
Optically Active ◽  
Asymmetric Aldol ◽  
Asymmetric Aldol Reaction ◽  
Tertiary Carbon ◽  
High Yields

A catalytic enantioselective aldol reaction of alkenyl esters with α-ketoesters was achieved using an (R)-BINOL-derived chiral tin dibromide possessing a 4-t-butylphenyl group at 3- and 3’-positions as the chiral precatalyst in the presence of sodium methoxide and methanol. Optically active aldol products possessing a chiral tertiary carbon with up to 92% ee were diastereoselectively obtained in moderate to high yields not only from cyclic alkenyl esters but also from acyclic ones under the influence of the in situ generated chiral tin methoxide.

ChemInform Abstract: Asymmetric Aldol Reaction of Dichloroacetaldehyde Catalyzed by Diarylprolinol.

ChemInform ◽  
2016 ◽  
Vol 47 (49) ◽  
Author(s):  
Yujiro Hayashi ◽  
Daichi Nakamura ◽  
Yusuke Yasui ◽  
Kotaro Iwasaki ◽  
Hiroaki Chiba
Keyword(s):  
Aldol Reaction ◽  
Asymmetric Aldol ◽  
Asymmetric Aldol Reaction

An Improved Protocol for the Direct Asymmetric Aldol Reaction in Ionic Liquids, Catalysed by Onium Ion-Tagged Prolines

2007 ◽  
Vol 349 (11-12) ◽  
pp. 2061-2065 ◽  
Author(s):  
Marco Lombardo ◽  
Filippo Pasi ◽  
Srinivasan Easwar ◽  
Claudio Trombini
Keyword(s):  
Ionic Liquids ◽  
Aldol Reaction ◽  
Asymmetric Aldol ◽  
Asymmetric Aldol Reaction
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