Stereocontrolled synthesis of polyfunctionalized cis-decalins from 2-methoxyphenols: Total syntheses of (+/-)-eremopetasidione, (+/-)-3 beta-angeloyloxyfuranoeremophilane, and (+/-)-3 beta-methacryloyloxyfuranoeremophilane

作者：Hsu Day Shin; Hsu Po Yi; Lee Yen Chun; Liao Chun Chen^*

来源：Journal of Organic Chemistry, 2008, 73(7): 2554-2563.

DOI：10.1021/jo702115x

A four-step stereocontrolled synthesis of polyfunctionalized cis-decalins is described, involving oxidation of 2-methoxyphenol, intermolecular Diels-Alder reaction, olefination, and Cope rearrangement. Application of this efficient strategy to the total syntheses of (+/-)-eremopetasidione, (+/-)-3 beta-angeloyloxyfuranoeremophilane, and (+/-)-3 beta-methacryloyloxyfuranoeremophilane was accomplished from creosol and ethyl vinyl ketone via a common intermediate 21.

• 出版日期2008-4-4
• 单位清华大学