期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 56, 期 3, 页码 786-790出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201610387
关键词
alkenes; boron; isomers; oxidation; selenium
资金
- Ramon Areces Foundation
- EPSRC [EP/I038071/1]
- Bristol University
- EPSRC [EP/K03927X/1, EP/I038071/1] Funding Source: UKRI
- Engineering and Physical Sciences Research Council [EP/K03927X/1, EP/I038071/1] Funding Source: researchfish
A stereodivergent coupling reaction between vinyl halides and boronic esters is described. This coupling process proceeds without a transition-metal catalyst, instead proceeding by electrophilic selenation or iodination of a vinyl boronate complex followed by stereospecific syn or anti elimination. Chiral, nonracemic boronic esters could be coupled with complete enantiospecificity. The process enables the highly stereoselective synthesis of either the E or Z alkene from a single isomer of a vinyl coupling partner.
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