Lesma Giordano, Colombo Alessia, Sacchetti Alessandro, Silvani Alessandra
Dipartimento di Chimica Organica e Industriale, Universita degli Studi di Milano, via G. Venezian 21, 20133 Milano, Italy.
J Org Chem. 2009 Jan 16;74(2):590-6. doi: 10.1021/jo801638u.
New scaffolds for the stereoselective synthesis of diversely functionalized chiral enantiopure indolizidines and pyrrolizidines were synthesized from the cross and ring-closing metathesis reactions of appropriate intermediates, readily available from L-pyroglutamic acid. The versatility of this strategy was demonstrated by the synthesis of an indolizidine-based azasugar analogue and of the natural alkaloid (+)-monomorine.
通过适当中间体的交叉复分解反应和关环复分解反应，从L-焦谷氨酸容易获得的中间体合成了用于立体选择性合成各种功能化手性对映体纯中氮茚烷和吡咯烷的新型支架。基于中氮茚烷的氮杂糖类似物和天然生物碱（+）-单莫林的合成证明了该策略的通用性。
