Construction of the Core of Pseudolaric Acid A and Mechanistic Studies on Intramolecular [4+3] Cycloaddition

Xun Tian Jiang, Li Gong Ou, Dong Mei Han, Yu Feng Zhai, Dong Lu Bai

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Abstract

This paper describes the construction of hemiacetal 2, the core of pseudolaric acid A via oxidative cleavage of acetonide 6 or 7 and enolization-hemiacetalization of aldehyde 8. A plausible general mechanism for the intramolecular [4+3] cycloaddition of sulfoxide 4 to adduct 3 is suggested.

Original languageEnglish
Pages (from-to)113-116
Number of pages4
JournalChinese Chemical Letters
Volume12
Issue number2
StatePublished - Feb 1 2001

Keywords

  • 5, 7- Membered fused ring
  • Hemiacetal
  • Intramolecular [4+3] cycloaddition
  • Mechanism
  • Pseudolaric acid A

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