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  • Diastereoselective synthesis of allosecurinine and viroallosecurinine from menisdaurilide.

Diastereoselective synthesis of allosecurinine and viroallosecurinine from menisdaurilide.

The Journal of organic chemistry (2008-09-11)
Gisela G Bardají, Mariona Cantó, Ramón Alibés, Pau Bayón, Félix Busqué, Pedro de March, Marta Figueredo, Josep Font
ABSTRACT

A new and versatile synthetic route to Securinega alkaloids is reported. The first synthesis of allosecurinine has been accomplished in seven steps and 40% yield, starting from (+)-menisdaurilide, using a vinylogous Mannich reaction as the key transformation. Similarly, viroallosecurinine has been synthesized from (-)-menisdaurilide.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Securinine, ≥98% (HPLC)