BUCKY BOWLS : SLICING THE BUCKY BALL
DESIGN OF NOVEL POLYCYCLITOLS
master craftsman of molecules, has almost an inexhaustible array of
molecular entities, replete with myriad combination of rings,
functionalities and stereochemical diversity. Many of these natural
products exhibit unique biological activity and are lead compounds for
drug discovery and for unraveling complex biomolecular interactions. My
group has been interested in the synthesis of a variety of natural
products that combine structural novelty and challenge of carbocyclic
ring construction with potential biological activity. Some of the
accomplishments of my group in the area of total synthesis in the past
few years are indicated below.
Long range electronic control of p - face selectivities in nucleophilic and electrophilic additions to trigonal carbon centers as well as in [4+2]-cycloadditions has been a theme of ongoing interest in my research group. Several probe systems where the stereo-induction center is in iso-steric environment but amenable to long range electronic perturbations have been devised. The results obtained so far indicate that the stereoselectivities can remote controlled through the interplay of several electronic effects. Efforts are underway to impart greater predictability to the stereochemical outcome.