Chinmoy Mukherjee

Aza-Michael addition of amines to activated alkenes catalyzed by Silica supported perchloric acid under a solvent-free condition ¶

An efficient aza-Michael addition of amines to a series of α,β-unsaturated ketones, carboxylic esters, nitriles and chalcones has been carried out using perchloric acid supported over silica gel (HClO4-SiO2) at room temperature in high yields under solvent-free reaction conditions.

Total synthesis of an antigenic heptasaccharide motif found in the cell-wall lipooligosaccharide of Mycobacterium gordonae strain 989

AbstractAn antigenic heptasaccharide motif of the cell-wall glycolipid of Mycobacterium gordonae strain 989 has been synthesized in a linear fashion by using a general glycosylation condition and minimum number of protecting group manipulation. All suitably protected monosaccharide intermediates were prepared from commercially available reducing sugars following some novel methodologies recently developed in our laboratory. Most of the synthetic intermediates were obtained as solid compounds in excellent yields. FigureAn antigenic heptasaccharide motif of the cell-wall glycolipid of Mycobacterium gordonae strain 989 has been synthesized in its preserved natural structure using a general glycosylation condition and minimum number of protecting group manipulation.

First total synthesis of a pentasaccharide repeating unit of the O-antigen of Hafnia alvei PCM 1529.

A pentasaccharide repeating unit of the O-antigen of Hafnia alvei has been synthesized in a concise manner. High yielding glycosylation steps and minimum number of protecting group manipulation steps are the key features of this synthesis. A two-step, one-pot phase transfer oxidation protocol has been applied for the preparation of d-galacturonic acid.

Odorless Preparation of Thioglycosides and Thio‐Michael Adducts of Carbohydrate Derivatives

A general, odorless, one‐pot methodology has been developed for the preparation of 1,2‐trans‐thioglycosides and thio‐Michael addition products of carbohydrate derivatives through triphenyl phosphine‐mediated cleavage of disulfides and reaction of the thiolate formed in situ with glycosyl bromides and glycosyl conjugated alkenes.

Efficient synthesis of (6-deoxy-glycopyranosid-6-yl) sulfone derivatives and their effect on Ca2+-ATPase

Synthesis of a series of novel (6-deoxy-glycopyranosid-6-yl) sulfone derivatives has been achieved using a general synthetic strategy. Yields were excellent in every case. The synthetic compounds were evaluated for their biological potential against Ca2+-ATPase, an important enzyme involves in transporting Ca2+ across the cell membranes.

Synthesis of (6,6′)-C-Linked Pseudodisaccharides

A series of (6,6′)-C-linked pseudodisaccharides has been prepared using a general synthetic strategy of olefin metathesis in the presence of Grubbs second-generation catalyst. Yields were excellent in every case.