Toward the Synthesis of Nuphar Sesquiterpene Thioalkaloids: Stereodivergent Rhodium-Catalyzed Synthesis of the Thiolane Subunit
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  • 作者:Ping Lu ; Aaron T. Herrmann ; Armen Zakarian
  • 刊名:Journal of Organic Chemistry
  • 出版年:2015
  • 出版时间:August 7, 2015
  • 年:2015
  • 卷:80
  • 期:15
  • 页码:7581-7589
  • 全文大小:492K
  • ISSN:1520-6904
文摘
A stereodivergent approach to the central thiolane subunit of Nuphar sesquiterpene thioalkaloids has been developed. This approach features a rhodium-catalyzed Stevens-type rearrangement in conjunction with an enzyme resolution reaction. Further elaboration into a polycyclic ring system via alcohol oxidation and ring-closing metathesis is also described.

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