Synthesis of Nereistoxin and Related Compounds. II

Abstract

An improved synthesis of nereistoxin (VII or XIII ; R₃=CH₃) was achieved via the intermediates VIII (R₃=CH₃), X (R₃=CH₃) and XII (R₃=CH₃) as summarized in Chart 2. Applying the reactions formulated in Chart 1 and Chart 2, a number of amines were prepared, whereby the occurrence of intermediates, cyclic sulfonium (III) in the amination reaction in Chart 1 and cyclic immonium (IX) in the thiolation reaction in Chart 2 respectively, was suggested.