Tetrahedron

Preparation and synthetic applications of lithiated vinyl sulfones derived from 3-buten-1-ol and 4-penten-1-ol

F Caturla, C Nájera

文献索引：Caturla, Francisco; Najera, Carmen Tetrahedron, 1997 , vol. 53, # 33 p. 11449 - 11464

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被引用次数: 19

摘要

Vinyl sulfones (E)-4-tosyl-3-buten-1-ol (2) and its MOM-derivative 6, prepared by iodosulfonylation-dehydroiodination of 3-buten-1-ol (1), are regio and stereoselectively lithiated at the 4-position to afford intermediates 3 and 7, respectively. The protected derivative 7 can be alkylated and acylated at the vinylic position and both intermediates can also react with carbonyl compounds to give 1, 5-diols which cyclize to the corresponding ...