An N-heterocyclic carbene-catalyzed [8+3] annulation of tropone and enals via homoenolate

被引：86
|
作者：
Nair, Vijay [1 ]
Poonoth, Manojkumar
Vellalath, Sreekumar
Suresh, Eringathodi
Thirumalai, Rajasekaran
机构：
[1] CSIR, Reg Res Lab, Organ Chem Sect, Trivandrum 695019, Kerala, India
[2] CSIR, Cent Salt & Marine Chem Inst, Bhavnagar 364002, Gujarat, India
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2006年 / 71卷 / 23期
关键词：
D O I：
10.1021/jo0615706
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel protocol for the annulation of tropone to enals involving nucleophilic heterocyclic carbene (NHC) catalyzed homoenolate formation has been developed. Interestingly, the reaction led to bicyclic delta-lactones instead of the expected gamma-spirolactones, presumably by the uncommon [8 + 3] annulation pathway. The strategy works well with a variety of enals.
引用
收藏
页码：8964 / 8965
页数：2
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