Catalytic asymmetric synthesis of 2,2-disubstituted terminal epoxides via dimethyloxosulfonium methylide addition to ketones

Journal of the American Chemical Society

Volumn 130, Issue 31, 2008, Pages 10078-10079

  Sone, Toshihiko ^a   Yamaguchi, Akitake ^a   Matsunaga, Shigeki ^a   Shibasaki, Masakatsu ^a  

^a UNIVERSITY OF TOKYO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EPOXIDE; KETONE; SULFONIUM DERIVATIVE;

ADDITION REACTION; ARTICLE; ASYMMETRIC SYNTHESIS; BIOCATALYST; CATALYSIS; CATALYST; CHIRALITY; ENANTIOSELECTIVITY; EPOXIDATION; ROOM TEMPERATURE; SUBSTITUTION REACTION;

CATALYSIS; EPOXY COMPOUNDS; KETONES; ORGANOPHOSPHORUS COMPOUNDS; SULFONIUM COMPOUNDS;

EID: 48749097850     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja803864p     Document Type: Article

References (28)

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28. Preliminary investigation with propiophenone gave epoxide in 91% yield and 80% ee (with 5 mol % catalyst, at rt, 12 h). Aldehydes are not suitable substrates under identical conditions. Further optimization studies are ongoing. (Chemical Equation Presented)