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
Olefin Metathesis Based Approach to Diversely Functionalized Pyrrolizidines and Indolizidines; Total Synthesis of (+)-Monomorine / G. Lesma, A. Colombo, A. Sacchetti, A. Silvani. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - 2009:2(2009), pp. 590-596. [10.1021/jo801638u]
Olefin Metathesis Based Approach to Diversely Functionalized Pyrrolizidines and Indolizidines; Total Synthesis of (+)-Monomorine
G. LesmaPrimo
;A. ColomboSecondo
;A. Sacchetti;A. SilvaniPenultimo
2009
Abstract
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
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