Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 76, Issue 19, Pages 8053-8058Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo201280x
Keywords
-
Categories
Funding
- University of Mississippi
Ask authors/readers for more resources
An alpha-diaminoboryl carbanion-mediated one-pot olefination directly converts an acetonitrile or the homologous nitrile into a series of alpha,beta-disubstituted acrylonitriles in a stereoselective manner. The protocol involves the formation of an alpha-substituted alpha-diaminoboryl acetonitrile and subsequent olefination with an aldehyde. The use of an aryl or conjugated aldehyde preferentially leads to a (Z)-acrylonitrile, while an aliphatic aldehyde gave an (E)-isomer as a major product. Two complementary approaches, a linear method and a divergent method, are developed.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available