Diastereoselective Baylis-Hillman reaction

ORGN 461

Kwunmin Chen, Jia-Fu Pan, Wei-Der Lee, Kung-Shuo Yang, and Shy-Guey Wang. Department of Chemistry, National Taiwan Normal University, 88 sec. 4 TingChow Road, Taipei, 116, Taiwan
The camphorpyrazolidinone derived N-glyoxylate was efficiently prepared and used as an electrophile in the Baylis-Hillman reaction under classical DABCO catalyzed conditions. The corresponding 2-hydroxy-3-methylene succinic acid derivatives were generally obtained with excellent diastereoselectivity with moderate chemical yield (51-75%).

 

Total Synthesis, Asymmetric Reactions and Syntheses, Bioorganic
9:00 AM-11:00 AM, Wednesday, March 31, 2004 Anaheim Convention Center -- Hall C, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, March 29, 2004 Anaheim Convention Center -- Hall A, Sci-Mix

Division of Organic Chemistry

The 227th ACS National Meeting, Anaheim, CA, March 28-April 1, 2004