通过铑催化的联合作用简洁合成了金雀花堿类生物碱 3-去甲氧基麦角新堿酮。
Concise synthesis of the Erythrina alkaloid 3-demethoxyerythratidinone via combined rhodium catalysis.
机构信息
Department of Chemistry, Princeton University, Princeton, New Jersey 08544, USA.
出版信息
Org Lett. 2010 Dec 17;12(24):5704-7. doi: 10.1021/ol102535u. Epub 2010 Nov 19.
Abstract
The total synthesis of the erythrina alkaloid 3-demethoxyerythratidinone has been achieved via a strategy based on combined rhodium catalysis. The catalytic tandem cyclization effected by the interplay of alkynyl and vinylidene rhodium species allows for efficient access to the A and B rings of the tetracyclic erythrinane skeleton in a single step. The synthesis also features rapid preparation of the requisite precursor for the double ring closure and thus has been completed in only 7 total steps in 41% overall yield.
摘要
通过基于铑催化的策略，已经实现了红雀花碱 3-去甲氧基红雀花定酮的全合成。炔基和亚乙烯基铑物种的协同催化串联环化作用使四环红雀烷骨架的 A 和 B 环能够在一步中高效构建。该合成还具有快速制备双环封闭所需前体的特点，因此仅通过 7 步总反应以 41%的总收率即可完成。
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