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Biomimetic Total Synthesis of Gambogin and Rate Acceleration of Pericyclic Reactions in Aqueous Media
Journal article   Peer reviewed

Biomimetic Total Synthesis of Gambogin and Rate Acceleration of Pericyclic Reactions in Aqueous Media

K. C Nicolaou, Hao Xu and Markus Wartmann
Angewandte Chemie (International ed.), Vol.44(5), pp.756-761
01/21/2005
DOI: https://doi.org/10.1002/anie.200462211
PMID: 15657969

Abstract

rate acceleration Claisen rearrangement total synthesis Diels–Alder reaction Natural Products
A significant rate acceleration of a Claisen rearrangement and of a Claisen/Diels–Alder reaction cascade sequence was observed in the presence of water. This reaction sequence was used in a total synthesis of gambogin (1) from a tricyclic dialkene 3 via 2.

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