| Literature DB >> 12465944 |
Amos B Smith1, Suresh M Pitram, Matthew J Gaunt, Sergey A Kozmin.
Abstract
High chemoselectivity can be achieved in the addition of lithium dithiane anions to vinyl epoxides exploiting the steric nature of the dithiane substituent. Unencumbered dithiane anions afford SN2 adducts, whereas sterically encumbered anions lead primarily to SN2' adducts. Furthermore, the SN2' addition occurs syn to the vinyl epoxide.Entities:
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Year: 2002 PMID： 12465944 DOI： 10.1021/ja0283100
Source DB: PubMed Journal: J Am Chem Soc ISSN： 0002-7863 Impact factor: 15.419