Tetrahedron letters

New total synthesis of (±)-chuangxinmycin

K Kato, M Ono, H Akita

Index: Kato, Keisuke; Ono, Machiko; Akita, Hiroyuki Tetrahedron Letters, 1997 , vol. 38, # 10 p. 1805 - 1808

Full Text: HTML

Citation Number: 28

Abstract

(±)-4′-Iodoindolmycenate 6 was stereoselectively converted into the (±)-(2, 3)-syn-2- thioacetoxy ester 16 with retention of C2-stereochemistry in (±)-6. Palladium-catalysed cyclisation of indolyl iodide and the internal C2 thiol group of the substrate (±)-17 derived from (±)-16 gave the (±)-cis methyl ester 2 of natural chuangxinmycin (1).