Synfacts 2010(6): 0660-0660  
DOI: 10.1055/s-0029-1219989
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart ˙ New York

Stereoselective Olefination

Contributor(s): Timothy M. Swager, Birgit Esser
D.-J. Dong, H.-H. Li, S.-K. Tian*
University of Science and Technology of China, Hefei, P. R. of China
Further Information

Publication History

Publication Date:
20 May 2010 (online)

Significance

A stereoselective olefination reaction using a modified Wittig concept is introduced. Semistabilized phosphonium ylides are reacted with N-sulfonyl imines instead of aldehydes. Their electron-withdrawing character can easily be tuned by changing the sulfonyl substituent. Stereoselectivities greater than 99% and good yields are reported.