Synthesis of an isomer of lycoplanine a via cascade cyclization to construct the spiro-N,O-acetal moiety

Weiwei Gao, Xiaodong Wang, Linbin Yao, Bencan Tang, Guohao Mu, Tao Shi, Zhen Wang

Research output: Journal PublicationArticlepeer-review

1 Citation (Scopus)
28 Downloads (Pure)

Abstract

An isomer of lycoplanine A with a 6/10/5/5 tetracyclic skeleton was synthesized using D–A reaction and cascasde reaction to respectively construct the [9.2.2] pentadecane skeleton and the challenging 1-oxa-6-azaspiro[4.4]nonane spirocenter. Morever, detailed DFT calculations were conducted to explain the selectivity in the D–A reaction. This study may provide sufficient experience for the total synthesis of lycoplanine A and other alkaloids with similar spiro-N,O-acetal cores.
Original languageEnglish
Pages (from-to)1748-1751
JournalOrganic & Biomolecular Chemistry
Volume19
Issue number8
DOIs
Publication statusPublished - 28 Feb 2021

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