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Thesis Title | Preparation, Reactions and Further Transformations of α-Lithio Selenenides and Selenoxides. Synthetic Transformations Based on Propargyl Selenides. |
Research Summary |
Shrenik, after a year or so of making theoretically interesting organoselenium molecules, tackled the chemistry of metalated selenides and selenoxides, developing several interesting and useful transformations. He found that allyl propargyl selenide could be easily dimetalated to form the reagent we usually write as shown below, which was an effective double nucleophile. The propargyl selenide products, when oxidized under the right conditions, were transformed into enones.
One of the compounds Shrenik made using the monolithium reagent, the silyl ketone below, catalyzed a major effort on the chemistry of silyl ketones, developed by, among others, Rick Olson, Ron Holtan, Martha Kelly and Eric Eisenhart. Shrenik also developed procedures for the in situ preparation of previously unknown α-lithio selenoxides, which were synthetically equivalent to vinyllithium reagents. These were also extensively studies by Flora Chow. After finishing his thesis work at Wisconsin, Shrenik did a post-doc in Bob Coates laboratory at the U. of Illinois. |
Papers |
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Current Position |
Senior Research Fellow - medicinal chemistry, drug discovery Merck Sharp and Dohme Research |