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Total synthesis of (+)-swainsonine and (+)-8-epi-swainsonine†
Milos Trajkovic,Vesna Balanac,Zorana Ferjancic,Radomir N. Saicic
RSC Advances Pub Date : 10/14/2014 00:00:00 , DOI:10.1039/C4RA11978A
Abstract

Enantioselective synthesis of (+)-swainsonine was achieved in 9 steps, with 24% overall yield. The key feature of the synthesis is the tactical combination of reactions: organocatalyzed aldolization/reductive amination, which allows for a rapid construction of highly functionalized heterocyclic systems. In a similar way (+)-8-epi-swainsonine was synthesized (7 steps, 28%).

Graphical abstract: Total synthesis of (+)-swainsonine and (+)-8-epi-swainsonine
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