Bogonda Ganganna

Formal Total Synthesis of Cyanolide A

Formal total synthesis of cyanolide A, aglycosidic dimeric macrolide is accomplished. The key reactions involved are asymmetric acetate aldol reaction, CBS reduction, and Shiinas lactonization.

aza-Flavanones as potent cross-species microRNA inhibitors that arrest cell cycle

aza-Flavanones have been identified as a new class of selective microRNA inhibitors. These compounds were found to arrest cell cycle via a novel cross species microRNA-dependent regulatory pathway interpreting an unexpected link between cell cycle arrest and microRNA mediated control in cancer.

First stereoselective total synthesis of cryptomoscatone E1 and synthesis of (+)-goniothalamin via an asymmetric acetate aldol reaction

A stereoselective total synthesis of (+)-goniothalamin and cryptomoscatone E1 have been described. The synthetic strategy involves an asymmetric acetate aldol reaction, Evans acetal intramolecular oxa-Michael reaction, ring-closing metathesis, Horner–Wadsworth–Emmons reaction and lactonization as the key steps.

Synthesis and Determination of Absolute Configuration of α-Pyrones Isolated from Penicillium corylophilum

The first total synthesis of (S)-6-(2,9-dihydroxynonyl)-4-hydroxy-3-methyl-2H-pyran-2-one, 4-hydroxy-3-methyl-6-((2S,4R)-2,4,11-trihydroxyundecyl)-2H-pyran-2-one, and its unnatural 2R,4R-isomer starting from commercially available 1,8-octanediol is described. The synthesis led to the revision of the proposed structural assignment of the natural product as (R)-6-(2,9-dihydroxynonyl)-4-hydroxy-3-methyl-2H-pyran-2-one. The key steps include chiral auxiliary mediated asymmetric acetate aldol reaction, dianion addition, and base mediated cyclization to form an α-pyrone ring.