Application of Horner–Wadsworth–Emmons olefination for the synthesis of granulatamide A, its E isomer and other amides of tryptamine

Abstract

Horner–Wadsworth–Emmons (HWE) Z-selective olefination was used for the first synthesis of a naturally occurring cytotoxic tryptamine derivative, granulatamide A. The E-isomer of granulatamide A was synthesized by E-selective HWE olefination. Furthermore, two other tryptamine derived amides were prepared by using the same strategy.