IMDA-radical cyclization approach to (+)-himbacine

被引:39
作者
Wong, LSM
Sherburn, MS
机构
[1] Australian Natl Univ, Res Sch Chem, Canberra, ACT 0200, Australia
[2] Univ Sydney, Sch Chem, Sydney, NSW 2006, Australia
关键词
D O I
10.1021/ol0353058
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A formal total synthesis of the selective muscarinic receptor antagonist himbacine is presented. Key C-C bond-forming steps include an intramolecular Diels-Alder reaction, Stille coupling reactions, and a 6-exo-trig acyl radical cyclization to a conjugated enyne. An unexpected secondary alcohol to chloride conversion is witnessed during attempted thionocarbonate formation.
引用
收藏
页码:3603 / 3606
页数:4
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