Tom Sheppard Group - Professor Product Portal

Professor Product Portal Index

 

Professor Tom Sheppard

Our laboratory is interested in the development of new synthetic methodology and its application to the synthesis of potentially useful molecules. Our research work is spread across a wide range of different areas including transition-metal catalysis (gold, palladium), organoboron chemistry, organocatalysis, multicomponent reactions, and sustainable chemistry.
A common theme in many of the ongoing research projects is the development of new methods for activation or formation of carbon-oxygen bonds. Within this class of reactions, the direct synthesis of amides from carboxylic acids and amines is one of the most important and commonly used reactions in organic chemistry. In our laboratory, we have reported the use of simple borate esters for the direct formation of amides from a wide variety of carboxylic acids and amines. In particular, B(OCH2CF3)3 is highly effective for coupling pharmaceutically relevant substrates containing heterocycles and other functional groups. In most cases, the amide products can be purified using a simple solid-phase work-up with acidic, basic and boron-scavenger resins without the need for an aqueous work-up or chromatography.
Other recent work in the group has included the development of a range of catalytic transformations of propargylic alcohols, mainly using the PPh3AuNTf2 catalyst originally developed by Fabian Gagosz. Efficient methods have been developed for the gold-catalyzed conversion of these readily available starting materials into enones, 3-alkoxyfurans and dihalohydroxyketones; direct substitution of the propargyl alcohol with a variety of nucleophiles can also be achieved using either a silver catalyst or a simple Brønsted acid.

Sheppard Group Website

Products available at Aldrich from the Sheppard Laboratory

     

Y Ogawa, T Shintaku, H Taneda, T Kawai, Y Kanasaki, H Akagi
Bulletin of the Osaka Medical School 1978-07-01
G Thorbert, P Alm, C Owman, N O Sjöberg
Acta Physiologica Scandinavica 1979-04-01
The rate of noradrenaline (NA) turnover in the non-pregnant and pregnant guinea-pig uterus was determined after the administration of the labelled precursor, tyrosine. Endogenous NA was determined fluorimetrically. In non-pregnant animals the turnover of 3H-NA was slower in the uterine horns (t1/2 = 10 h) and cervix (t1/2 = 9 h)...Read More
A E Lasser, B C Schultz, D Beaff, S Bielinski, B Kirschenbaum
Archives of Dermatology 1978-08-01
Two mentally retarded siblings, one with severe segmental scleroderma and the other with atrophoderma of Pasini and Pierini, were found at the ages of 6 and 10 years to have phenylketonuria (PKU). The belief that a common pathomechanism exists between morphea and atrophoderma of Pasini and Pierini is supported by the case of the...Read More
Related Links