Synthesis of alkenes by reductive elimination of. beta.-hydroxysulfoximines

CR Johnson, RA Kirchhoff

Index: Johnson,C.R.; Kirchhoff,R.A. Journal of the American Chemical Society, 1979 , vol. 101, p. 3602 - 3607

Full Text: HTML

Citation Number: 31

Abstract

. Abstract:~-Hqdroxysulfoxitnines, obtained in high iield by the addition of ci-lithio derivatives of. S-alkyI-. 2'-meth~ l-~-phenyl-sulfoxiniines to aldehqdes and ketones. undergo reductive elimination to yield alkenes upon treatment with aluminum anialgam in a niixture of tetrahydrofuran, water. and acetic acid. Dienes and trienes\+ ere obtnined from enones and dienonea. respectively. Diastereomers of 5-(. l'-meth~ lphenqlsulfoniniidoyl)-4-octanol ...