Issue 20, 1990

A fully regiocontrolled synthesis of desacetamidoisocolchicine: formal total synthesis of colchicine

Abstract

The tetracyclic compound 3a, which has been synthesised in nine steps from the known cyclohexenone 6, reacts with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) to give desacetamidoisocolchicine 2 in 84% yield; the acquisition of 2 constitutes a formal total synthesis of the alkaloid colchicine 1.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1990, 1450-1452

A fully regiocontrolled synthesis of desacetamidoisocolchicine: formal total synthesis of colchicine

M. G. Banwell, J. N. Lambert, J. M. Gulbis and M. F. Mackay, J. Chem. Soc., Chem. Commun., 1990, 1450 DOI: 10.1039/C39900001450

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