Tetrahedron letters

Synthesis of isotetronic acids by cyclization of 1, 3-bis (trimethylsilyloxy) alk-1-enes with oxalyl chloride

R Dede, L Michaelis, P Langer

Index: Dede, Ruediger; Michaelis, Lars; Langer, Peter Tetrahedron Letters, 2005 , vol. 46, # 47 p. 8129 - 8131

Full Text: HTML

Citation Number: 13

Abstract

Isotetronic acids and butenolides are of great pharmacological relevance and occur in a number of natural products: 1 for example, (+)-leptosphaerin represents a metabolite of the marine ascomycete Leptosphaeria oraemaris 2a and compound WF-3681 represents an aldose reductase inhibitor produced by Chaetomella raphigera. 2b Isotetronic acid derivatives have been used also as key intermediates during the synthesis of (−)-tetrodotoxin, 3a 6-thiosialic and neuraminic ...