Journal
TETRAHEDRON
Volume 68, Issue 15, Pages 3220-3224Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2012.02.038
Keywords
Sulfoxide-olefin; Rh-catalyzed; Stereoselectivity reversal; 1,4-Addition
Categories
Funding
- NSFC [21072186, 20872139]
- West Light Foundation of CAS
- Chengdu Institute of Biology of CAS [Y0B1051100]
- Major State Basic Research Development Program (973 program) [2010CB833300]
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A class of chiral sulfoxide-olefins were designed and synthesized through concise routes. Their applications as ligands in Hayashi-Miyaura reaction were studied, which found that vinyl substituents of the ligands vary in stereocontrolling ability. Particularly, either isomer of adducts with excellent ees could be readily obtained through changing the position of the substituents of olefins as well as changing the configuration of the C=C bond of the ligands. Meanwhile, the substrate scope of arylboronic acids and alkenes was clearly shown. (C) 2012 Elsevier Ltd. All rights reserved.
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