A diversity oriented one-pot synthesis of novel iminosugar C-glycosides.

A mild and highly efficient one-pot method has been developed for the stereoselective synthesis of structurally diverse novel iminosugar C-aryl glycosides. The generality of this methodology is demonstrated with a wide variety of aryl nucleophiles and amines. The synthetic potential of this methodology is further shown in the domino synthesis of iminosugar based hybrid molecules.

A mechanistic study on the Hooker oxidation: synthesis of novel indane carboxylic acid derivatives from lapachol.

The Hooker oxidation is one of the most intriguing transformations wherein lapachol (1) is readily converted to norlapachol (2) in very good yield. This one-pot reaction involves a very intricate mechanism in which the alkyl side chain of lapachol is shortened by one carbon unit. Previous studies have unequivocally established the involvement of an indane carboxylic acid derivative 3, as a key intermediate (Hooker intermediate), and its simultaneous conversion to norlapachol (2) via the oxidative cleavage of vicinol diol and subsequent intramolecular aldol reaction of the resulting keto acid.

A Lewis acid initiated intramolecular cyclization of benzylidene acetal with an azide functional group: novel synthesis of oxazolines and oxazines.

Stereoselective synthesis of 2-phenyl-oxazolines and 2-phenyl-oxazines via Lewis acid initiated intramolecular cyclization of benzylidene acetal with an azide functional group is described.

Synthesis of crispine A analogues via an intramolecular Schmidt reaction.

An intramolecular Schmidt reaction strategy for the synthesis of various derivatives of crispine A using azido-ketone as a key intermediate is described.