An enantioselective formal total synthesis of (-)-TAN1251A

被引:22
作者
Auty, JMA
Churcher, I
Hayes, CJ
机构
[1] Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England
[2] Merck Sharp & Dohme Ltd, Neurosci Res Ctr, Harlow CM20 2QR, Essex, England
关键词
total synthesis; alkaloid; carbene insertion; asymmetric synthesis; spiro compounds;
D O I
10.1055/s-2004-829092
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An enantioselective total synthesis of the muscarinic inhibitor (-)-TAN1251A has been achieved. An alkylidene 1,5-CH insertion reaction was used as a keystep to produce a [5,5]-spirocyclic intermediate, which was transformed into the [6,5]-spirocyclic core of the natural product via an oxidative cleavage/aldol condensation sequence. The synthesis of the natural product was then completed using standard procedures.
引用
收藏
页码:1443 / 1445
页数:3
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