. gamma.-Chloroallyl sulfoxides as latent. alpha.,. beta.-unsaturated carbonyl compounds. A new approach to steroid synthesis
PT Lansbury, RW Britt
Index: Lansbury,P.T.; Britt,R.W. Journal of the American Chemical Society, 1976 , vol. 98, p. 4577 - 4581
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Citation Number: 10
Abstract
Abstract: y-Chloroallyl sulfoxides undergo [2, 3] sigmatropic rearrangement and “self- immolative” fragmentation of a-chloro sulfenates with great ease. a $-Unsaturated carbonyl compounds with varying substitution patterns can thus be generated at an appropriate stage of a multistep synthesis. The approach is illustrated with construction of potential steroid precursors 17 and 18.
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