Synthesis of novel glyco-conjugated Wittig and Julia reagents: Application toward the synthesis of disaccharides

CARB 56

Ivan Perez-Sanchez, iperez@cas.usf.edu, Praveen Ramaraju, pramara2@mail.usf.edu, Rajesh Kumar Mishra, rkmannu@yahoo.com, and Edward Turos, eturos@shell.cas.usf.edu. Department of Chemistry, University of South Florida, 4202 E. Fowler Av, NES 329, Tampa, FL 33620
The formation of functionalized carbon-carbon double bonds by the condensation of a carbonyl compound with a phosphorus ylide (Wittig reagent) or a sulfonyl anion (Julia-Lythgoe or Julia-Kociensky reagent) are two of the truly fundamental transformations in organic synthesis. In this presentation, we describe our efforts to couple this powerful methodology to another very old and important area of research through development of carbohydrated reagents of types 1 and 2. We will discuss the synthesis of carbohydrate-conjugated Wittig/Julia reagents as a means to prepare carbohydrated enol ethers 3, intermediates leading to saccharides 4.

 

General Posters
8:00 PM-10:00 PM, Tuesday, 12 September 2006 Moscone Center -- Hall D, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, 11 September 2006 Moscone Center -- Hall D, Sci-Mix

Division of Carbohydrate Chemistry

The 232nd ACS National Meeting, San Francisco, CA, September 10-14, 2006