Ritthiwigrom Thunwadee, Pyne Stephen G
School of Chemistry, University of Wollongong, Wollongong, New South Wales 2522, Australia.
Org Lett. 2008 Jul 3;10(13):2769-71. doi: 10.1021/ol8009144. Epub 2008 Jun 3.
The total synthesis of (+)-uniflorine A has allowed for the structural reassignment and the configurational assignment of the alkaloid (-)-uniflorine A from a 1,2,6,7,8-pentahydroxyindolizidine structure to (-)-(1 R,2 R,3 R,6 R,7 S,7a R)-1,2,6,7-tetrahydroxy-3-hydroxymethylpyrrolizidine (6- epi-casuarine).
(+)-乌尼弗洛林A的全合成使得生物碱(-)-乌尼弗洛林A的结构重新归属以及构型确定成为可能,其结构从1,2,6,7,8-五羟基中氮茚结构转变为(-)-(1R,2R,3R,6R,7S,7aR)-1,2,6,7-四羟基-3-羟甲基吡咯里西啶(6-表-木麻黄碱)。