Tetrahedron

Stereospecific synthesis of tabtoxin

JE Baldwin, PD Bailey, G Gallacher, M Otsuka…

文献索引：Baldwin; Bailey; Gallacher; et al. Tetrahedron, 1984 , vol. 40, # 19 p. 3695 - 3708

全文：HTML全文

被引用次数: 28

摘要

Tabtoxin (1), the exotoxin fromPseudmonas tabaci (the organism responsible for Wildfire disease of tobacco plants), has been synthesised by a stereospecific route. The cycloaddition of an acylnitroso compound to a cyclohexadiene proceeded regioselectively to give the bicyclic ester (6), which was transformed to the amine (24) through reductive amination of the aldehyde (10). Oxidative cleavage of the olefin (25) gave the ...