A new synthesis of allenic hydrocarbons from tertiary 2??propynyl sulfinates and organocopper (I) compounds. Evidence for a syn??l, 3??substitution pattern in the steroid …

P Vermeer, H Westmijze, H Kleijn…

文献索引：Vermeer,P. et al. Recueil des Travaux Chimiques des Pays-Bas, 1978 , vol. 97, p. 56 - 58

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被引用次数: 43

摘要

Abstract In tetrahydrofuran tertiary 2-propynyl sulfinates R 1-C≡ CC (R 2, R 3)-OS (O) Me (1) are smoothly converted in a 1, 3-substitution reaction into allenic hydrocarbons RR 1 C [DOUBLE BOND] C [DOUBLE BOND] CR 2 R 3 (4) by organoheterocuprates of the type (RCuBr) MgX. Generally, much attack on the sulfur atom in 1 is observed when this compound is treated with (RCuBr) MgX in diethyl ether, or with R 2 CuMgX in diethyl ether ...