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1.
Org Biomol Chem ; 15(34): 7227-7234, 2017 Aug 30.
Article in English | MEDLINE | ID: mdl-28816328

ABSTRACT

Acyclic nucleoside phosphonates have been prepared in a straightforward manner and in high yields by an enantioselective palladium-catalyzed allylic substitution involving nucleic bases as nucleophiles followed by cross-metathesis reaction with diethyl allylphosphonate.


Subject(s)
Alkenes/chemistry , Nucleosides/chemistry , Organophosphonates/chemistry , Organophosphonates/chemical synthesis , Palladium/chemistry , Amination , Catalysis , Chemistry Techniques, Synthetic
2.
J Org Chem ; 81(12): 5217-21, 2016 06 17.
Article in English | MEDLINE | ID: mdl-27182738

ABSTRACT

A formal enantioselective synthesis of nectrisine, a potent α-glucosidase inhibitor, was carried out starting from butadiene monoepoxide through a synthetic sequence involving enantioselective allylic substitution, cross-metathesis, dihydroxylation, and cyclization.


Subject(s)
Glycoside Hydrolase Inhibitors/chemical synthesis , Imino Furanoses/chemical synthesis , Palladium/chemistry , Amination , Amines/chemical synthesis , Butadienes , Catalysis , Cyclization , Hydroxylation , Indicators and Reagents , Magnetic Resonance Spectroscopy , Stereoisomerism
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