Enantioselective aldol reaction using soluble-polymer supported chiral lithium amide

ORGN 780

Kuiwang Wu and Paul G. Williard, paul_williard@brown.edu. Department of Chemistry, Brown University, 324 Brook St, Providence, RI 02912
The non-cross-linked polystyrene supported n-isopropyl valind was synthesized. The corresponding chiral lithium amide, generated from amine by treatment with Buli, was used in the aldol reaction of lithium enolate of pinacolore with different aldehydes to give enantioselective aldol products (ee up to 55%). The polymer supported catalyst can be recovered in 97% yield and can be reused at least 15 times.
 

Asymmetric Reactions, Molecular Recognition, Self Assembly, Bioorganic Chemistry, Process R&D
8:00 PM-10:00 PM, Wednesday, 16 March 2005 Convention Center -- Hall D, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, 14 March 2005 Convention Center -- Sails Pavilion, Sci-Mix

Division of Organic Chemistry

The 229th ACS National Meeting, in San Diego, CA, March 13-17, 2005