Zinc Homologation-Elimination Reaction of α-Sulfinyl Carbanions as a New Route to Olefins

被引：18
作者：
Abramovitch, Adi [1 ,2 ]
Marek, Ilan [1 ,2 ]
机构：
[1] Technion Israel Inst Technol, Mallat Family Lab Organ Chem, Schulich Fac Chem, IL-32000 Haifa, Israel
[2] Technion Israel Inst Technol, Mallat Family Lab Organ Chem, Lise Meitner Minerva Ctr Computat Quantum Chem, IL-32000 Haifa, Israel
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 2008卷 / 29期
关键词：
Zinc; Carbenoids; Sulfur; Carbanions; Alkenes; Elimination; Rearrangement;
D O I：
10.1002/ejoc.200800529
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
alpha-Lithiosulfinyl carbanions react either intermolecularly, after transmetalation into an organocopper derivative in an S(N)2-type process, with zinc carbenoids, or intramolecularly by higher-order zincates through a tandem zinc homologation-beta-elimination reaction into the corresponding alkenes. alpha,alpha- and alpha,beta-Disubstituted alkenes can also be produced through these two methodologies. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)
引用
收藏
页码：4924 / 4931
页数：8
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