Intramolecular 5-endo-trig aminopalladation of β-hydroxy-γ-alkenylamine: efficient route to a pyrrolidine ring and its application for the synthesis of (−)-8,8a-di-epi-swainsonine†
Abstract
The intramolecular aminopalladation reaction of L-serine derived β-hydroxy-γ-alkenylamines undergoes 5-endo-trig cyclization to furnish pyrrolidine rings in high yields. The pyrrolidines thus obtained were used in the synthesis of (−)-8,8a-di-epi-swainsonine, a specific and competitive inhibitor (Ki value 2 × 10−6 M) of lysosomal α-mannosidases.
Please wait while we load your content...
