The Journal of organic chemistry

Asymmetric Syntheses of (-)-8-e pi-Swainsonine Triacetate and (+)-1, 2-Di-e pi-swainsonine. Carbonyl Addition Thwarted by an Unprecedented Aza-Pinacol …

H Razavi, R Polt

Index: Mitchell, Scott A.; Oates, Bryan D.; Razavi, Hossein; Polt, Robin Journal of Organic Chemistry, 1998 , vol. 63, # 24 p. 8837 - 8842

Full Text: HTML

Citation Number: 50

Abstract

Indolizidines (-)-8-epi-swainsonine triacetate and (+)-1, 2-di-epi-swainsonine were synthesized from the O'Donnell Schiff base ester 1 derived from d-serine. Reductive- alkenylation of 1 with i Bu5Al2H/H2C CHMgBr followed by substrate-directed