Tetrahedron

Facile functionalization of the isopropylidene terminus of acyclic monoterpenes by way of benzenesulfenyl chloride addition

Y Masaki, K Hashimoto, K Kaji

文献索引：Masaki, Yukio; Hashimoto, Kinji; Kaji, Kenji Tetrahedron, 1984 , vol. 40, # 18 p. 3481 - 3490

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被引用次数: 7

摘要

Highly site-and regioselective terminal functionalizations of acyclic monoterpenes 1 via benzenesulfenyl chloride addition followed by hydrolysis assisted by silica gel, dehydrochlorination under neutral or weakly basic condition, or dehydrochlorination by strongly basic treatment respectively providing β-hydroxy sulfides 3, terminal methallylic sulfides 4, or vinylsulfides 5 are developed. Conversion of 4 to terminal trans-allylic ...