Facile asymmetric synthesis of the core nuclei of xanthanolides, guaianolides, and eudesmanolides

被引:73
作者
Nosse, B [1 ]
Chhor, RB [1 ]
Jeong, WB [1 ]
Bohm, C [1 ]
Reiser, O [1 ]
机构
[1] Univ Regensburg, Inst Organ Chem, D-93053 Regensburg, Germany
关键词
D O I
10.1021/ol034141s
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Bicylic and tricyclic gamma-butyrolactones with 5,7-, 5,6,5-, 5,6,6-, or 5,7,5-fused ring systems, being found in xanthanolides, eudesmanolides, and guaianolides, were readily synthesized from methyl furan-2-carboxylic acid. Key steps were a copper(I)-catalyzed asymmetric cyclopropanation, Sakurai allylations, intramolecular ene reactions, and ring-closing metathesis reactions.
引用
收藏
页码:941 / 944
页数:4
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