An approach towards the construction of the tetracyclic skeleton of palhinine alkaloids

Congcong Han, Yang Chen, Yin Cheung Ching, Chi Sing LEE, Shuzhong He*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

1 Citation (Scopus)

Abstract

A concise synthesis of the tetracyclic skeleton of palhinine alkaloids is described. The approach features a bifunctional Lewis acid promoted Diels-Alder/carbocyclization cascade for the rapid construction of the isotwistane (tricyclo[4.3.1.03,7]decane) core. This key reaction is highly diastereoselective and could be carried out on gram scale. The cyclization product already possesses the completed ring system of palhinine alkaloids and could potentially be further functionalized to palhinine A.

Original languageEnglish
Pages (from-to)2243-2246
Number of pages4
JournalOrganic Chemistry Frontiers
Volume7
Issue number16
DOIs
Publication statusPublished - 21 Aug 2020

Scopus Subject Areas

  • Organic Chemistry

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