α-Sulfinyl carbanions as a new source of olefins

被引:23
作者
Abramovitch, A [1 ]
Varghese, JP
Marek, I
机构
[1] Technion Israel Inst Technol, Dept Chem, IL-32000 Haifa, Israel
[2] Technion Israel Inst Technol, Inst Catalysis Sci & Technol, IL-32000 Haifa, Israel
关键词
D O I
10.1021/ol036450o
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Secondary alpha-lithiosulfinyl carbanions react either intermolecularly, after transmetalation into an organocopper derivative in an S(N)2-type process with zinc carbenoid, or intramolecularly via higher-order zincate to give, through a tandem zinc homologation-beta-elimination reaction the corresponding alkenes. alpha,alpha-Disubstituted alkenes are only formed from tertiary alpha-lithiosulfinyl carbanions via the 1,2-metalate rearrangement.
引用
收藏
页码:621 / 623
页数:3
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