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This paper describes a general method for the synthesis and isolation of novel 6-halo-pyridin-3-yl-boronic acids and esters 2 – 5 . These compounds are prepared taking in account a regioselective halogen–metal exchange with a trialkylborate starting from 2,5-dihalopyridines. All substrates...
Treatment of alkyne–Co 2 (CO) 6 complexes possessing a methylidene moiety as well as a terminal hydroxy functionality with SnCl 4 at 0°C effected tandem ring-closure reactions resulting in the formation of 1-oxaspiro(4.4)nonane, 1-oxaspiro(4.5)decane, 6-oxaspiro(4.5)decane, and...
Reaction of Danishefsky diene with benzyloxyethanal led to a pyrone which was transformed in 4–6 steps to different 5-deoxymannose derivatives, useful intermediates for the synthesis of natural product such as hemibrevetoxin.
The reactions of Simmons–Smith reagent with 1-aryl-2-phenyl-4-methylthio-4-secondary amino 1,3-diazabuta-1,3-dienes 1 underwent an unusual 1,4-methylene transfer resulting in the formation of 1-aryl-2-phenyl-4-secondary amino imidazoles 4 . Whereas, its reactions with...
The regio- and stereoselective alkylation at the position C-4 of 1-alkyl-2-substituted azetidin-3-ones was investigated. Imination of 1-benzhydryl-2-methoxymethylazetidin-3-one, followed by alkylation under kinetic conditions and final hydrolysis of the imino group, gave...
The chiral zinc porphyrin dimer linked by the ( S )-NMe 2 or ( R )-2,2′-dimethoxy-1,1′-binaphthyl tightly binds diamines via a zinc–nitrogen coordinated ditopic interaction. In particular, the zinc porphyrin displays excellent enantioselectivity towards Lys. The D / L selectivity is...
The intramolecular reactivity of the N -Boc group with nucleophilic (Nu) and with electrophilic (E) moieties is reviewed. The report contains 100 references.
A range of novel 5′-substituted 7-oxo and 7-thioisopsoralens were synthesized via a Claisen rearranged allyl aryl ether followed by reductive ozonolysis in the presence of a suitable solvent. In some cases dimethylthiocarbamoyl chloride was used as a protecting group and to introduce the thiol...
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