Samarium-Mediatedβ-Elimination in Dihalo Alcohols: Diastereoselective Synthesis of (Z)-Vinyl Halides
作者:José M. Concellón、Pablo L. Bernad、Juan A. Pérez-Andrés
DOI:10.1002/(sici)1521-3773(19990816)38:16<2384::aid-anie2384>3.0.co;2-3
日期:1999.8.16
High diastereoselectivity in beta-elimination reactions of O-acetyl 1,1-dihaloalkan-2-ols to give (Z)-vinyl halides was achieved by using samarium diiodide [Eq. (1)]. The reaction was also highly diastereoselective and totally chemoselective when a mixture of diastereoisomers was used as substrate (X(1), X(2)=halogen; X(1) not equal X(2)).