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1.
Practical and highly regio- and stereoselective synthesis of 2-substituted dihydropyridines and piperidines: application to the synthesis of (-)-coniine.
Charette, A B; Grenon, M; Lemire, A; Pourashraf, M; Martel, J.
J Am Chem Soc ; 123(47): 11829-30, 2001 Nov 28.
Article in English | MEDLINE | ID: mdl-11716753

Subject(s)
Dihydropyridines/chemical synthesis , Piperidines/chemical synthesis , Solanine/analogs & derivatives , Solanine/chemical synthesis , Dihydropyridines/chemistry , Oxidation-Reduction , Piperidines/chemistry , Stereoisomerism , Substrate Specificity
2.
Highly enantioselective approach to indolizidines: preparation of (+)-(1S,8aS)-1-hydroxyindolizidine and (-)-slaframine.
Pourashraf, M; Delair, P; Rasmussen, M O; Greene, A E.
J Org Chem ; 65(21): 6966-72, 2000 Oct 20.
Article in English | MEDLINE | ID: mdl-11031017

ABSTRACT

A highly stereoselective approach to (-)-slaframine and its probable biosynthetic precursor (+)-(1S,8aS)-1-hydroxyindolizidine has been developed based on a diastereofacially selective cycloaddition of dichloroketene with a chiral dienol ether.


Subject(s)
Alkaloids/chemical synthesis , Indolizines/chemical synthesis , Mycotoxins/chemical synthesis , Stereoisomerism
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