Stereoselective Claisen Rearrangement: The Claisen rearrangement is one the most powerful methods for the construction of carbon-carbon bonds.1 Since its discovery in 1912, the lack of a general process for the stereoselective synthesis of simple allyl vinyl ethers for the classical aliphatic Claisen rearrangement has frustrated synthetic chemists. Therefore, preparation of suitable allyl vinyl ethers from simple starting materials and subsequent Claisen Rearrangement with diastereo- & enantioselectivity has remained a formidable challenge. Furthermore, construction of an all cabon quaternary stereocenter in an acyclic system is not only a difficult task but a highly challenging one. This project focuses on the design of a novel domino process that consists of a metal catalyzed C-O bond coupling and a subsequent Claisen Rearrangement with diastereo- & enantioselectivity which leads to construction of two adjacent stereocenters along with the desired all carbon quaternary stereocenter.

Regio- and stereo-selective hydroboration of Ynamides:  Vinylogous boron compounds are essential and versatile building blocks for a wide range of organic synthetic requirements and plays a vital role in the construction of complex molecular architechture. The most challenging part associated with this kind of selective functionalization via hydroboration is the control of the regioselectivity. We have developed a Cu(I)-catalyzed regio- and stereo-selective hydroboration of Ynamides with α-selectivity. High regiocontrol has been achieved by differentiating the size or the electronic characteristics of the acetylenic substituents and studying the synthetic applications of the vinyl boron species generated in this reaction.