Shyamapada Banerjee

Intramolecular [2+2] photocycloaddition of 1,6-dienes incorporated in a furanose ring. Unusual formation of cis-syn-cis 6-oxatricyclo[6.2.0.03,7]decanes

Intramolecular [2+2] photocycloaddition of 1,6-dienes incorporated in a furanose ring either in the presence of a copper(I) catalyst or with a sensitiser led to the unusual formation of cis-syn-cis adducts.

High diastereoselectivity in Claisen rearrangement in a sterically congested cyclopentane system. Total synthesis of (±)-β-necrodol

Abstract Total synthesis of the monoterpene β-necrodol has been accomplished. The key step involves an ortho -ester Claisen rearrangement in a highly sterically congested cyclopentane derivative resulting in a high level of 1,3- trans diastereoselection. A novel photo-induced decarboxylation of the obtained γ,δ-unsaturated acid afforded β-necrodol.

Copper(II)nitrate catalyzed regioselective protection of primary alcohols with 4,4′-dimethoxytrityl and 2,7-dimethyl-9-phenyl xanthen-9-yl groups in nucleosides and carbohydrates

ABSTRACT Regioselective protection of primary hydroxyl group in nucleoside and carbohydrate analogs was accomplished using dimethoxytrityl alcohol (DMTr-OH) or dimethylpixyl alcohol (DMPx-OH) in presence of copper(II)nitrate as a Lewis acid catalyst. Excellent selectivity was observed for the protection of primary hydroxyl group over secondary while glycosidic bond remain unaffected. Utility of this methodology was further exemplified via DMTr- and DMPx-protection of alipahtic acyclic and cyclic diols.