Canadian journal of chemistry

Asymmetric synthesis of lignans using oxazolidinones as chiral auxiliaries

JL Charlton, GL Chee

文献索引：Charlton, James L.; Chee, Gaik-Lean Canadian Journal of Chemistry, 1997 , vol. 75, # 8 p. 1076 - 1083

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被引用次数: 29

摘要

A simple procedure for the asymmetric synthesis of lignans via chiral β-benzyl-γ- butyrolactones has been developed. The key benzylbutyrolactone intermediates were efficiently synthesized using a six-step procedure, starting from 3, 4-(methylenedioxy) cinnamic acid. The key step in this sequence was a highly diastereoselective alkylation of an N-acyloxazolidinone enolate. The resulting β-benzyl-γ-butyrolactones were subsequently ...