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A Formal Synthesis of (+)-Cassiol Exploiting Meyers' Bicyclic Lactam Methodology

A Formal Synthesis of (+)-Cassiol Exploiting Meyers' Bicyclic Lactam Methodology
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摘要 A formal synthesis of (+)-cassiol using (1S,2S)-2-amino-1-(4-nitrophenyl)-1,3-propanediol as chiral auxiliary is reported. The quaternary chiral center in the molecule was constructed by sequential alkylation of a bicyclic lactam (prepared from the aforementioned auxiliary and 5-oxo-heptanoic acid) with methyl iodide and benzyloxymethyl chloride. A formal synthesis of (+)-cassiol using (1S,2S)-2-amino-1-(4-nitrophenyl)-1,3-propanediol as chiral auxiliary is reported. The quaternary chiral center in the molecule was constructed by sequential alkylation of a bicyclic lactam (prepared from the aforementioned auxiliary and 5-oxo-heptanoic acid) with methyl iodide and benzyloxymethyl chloride.
出处 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2002年第11期1439-1444,1134,共7页 中国化学(英文版)
基金 theMajorStateBasicResearchDevelopmentProgramofChina (No .G2 0 0 0 0 775 0 2 ) ,theNationalNaturalScienceFoundationofChina (Nos.2 0 0 2 5 2 0 7and 2 9832 0 2 0 ) ,andtheLifeScienceSpecialFundofChineseAcademyofSciencesSupportedbytheMinistryofFinance (
关键词 bicyclic lactam asymmetric alkylation chiral quaternary carbon bicyclic lactam, asymmetric alkylation, chiral quaternary carbon
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