An Interrupted Fischer Indolization Approach toward Fused Indoline-Containing Natural Products

被引:117
作者
Boal, Ben W. [1 ]
Schammel, Alex W. [1 ]
Garg, Neil K. [1 ]
机构
[1] Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
关键词
FORMAL TOTAL-SYNTHESIS; ALKALOIDS; DERIVATIVES; PHYSOSTIGMINE; ROUTE; (-)-PHYSOSTIGMINE; (-)-PHYSOVENINE; AKUAMMILINE; COMMUNESINS; CHEMISTRY;
D O I
10.1021/ol901383j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient method to access the fused indoline ring system present in a multitude of bioactive molecules has been developed. The strategy involves the condensation of hydrazines with latent aldehydes to ultimately deliver indoline-containing products by way of an interrupted Fischer indolization sequence. Our studies show that the approach will likely be amenable to the synthesis of complex targets, such as the communesin natural products.
引用
收藏
页码:3458 / 3461
页数:4
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