化学
兰尼定受体
烯烃
炔烃
立体化学
一氧化碳
除氧
萜烯
钙
有机化学
催化作用
作者
Kangway V. Chuang,Chen Xu,Sarah E. Reisman
出处
期刊:Science
[American Association for the Advancement of Science (AAAS)]
日期:2016-08-26
卷期号:353 (6302): 912-915
被引量:88
标识
DOI:10.1126/science.aag1028
摘要
Rapid ryanodol route The plant-derived compound ryanodine and its hydrolyzed cousin ryanodol are biochemically interesting for their calcium-regulating capacity and chemically interesting for their dense tangle of carbon rings brimming with oxygen appendages. Chuang et al. report an efficient 15-step asymmetric synthesis of ryanodol from the structurally much simpler terpene pulegone (see the Perspective by Verdaguer). Key steps include a Pauson-Khand cyclization of a tethered alkene and alkyne with carbon monoxide to set the ring motifs, followed by an oxidation using selenium dioxide that delivers three different oxygen substituents in tandem. Science , this issue p. 912 ; see also p. 866
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