Tetrahedron

Conjugate addition of lithium ester enolates to 1-chlorovinyl p-tolyl sulfoxides: a novel synthesis of functionalized esters and lactones having a tertiary or a quaternary …

T Satoh, S Sugiyama, Y Kamide, H Ota

文献索引：Satoh, Tsuyoshi; Sugiyama, Shimpei; Kamide, Yuhki; Ota, Hiroyuki Tetrahedron, 2003 , vol. 59, # 24 p. 4327 - 4336

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被引用次数: 26

摘要

Addition of the lithium ester enolates to 1-chlorovinyl p-tolyl sulfoxides, which were synthesized from chloromethyl p-tolyl sulfoxide and ketones or aldehydes, gave esters having a tertiary or a quaternary carbon at the 3-position, and chlorine and sulfinyl groups at the 4-position in high to quantitative yields. The adducts were converted to various esters having methyl, formyl, and hydroxycarbonyl groups at the 3-position. A novel method for ...