Asymmetric synthesis of 1,2-diol and its application to the synthesis of Flutriafol

ORGN 788

Hee-Doo Kim, Tae-Hyun Kim, and Seol-Rin Park. School of Pharmacy, Sookmyung Women's University, Chungpa-dong, Yongsan-ku, Seoul, 140-742, South Korea
Optically active 1,2-diols are useful chiral synthons in asymmetric synthesis, and readily accessible by Sharpless asymmetric dihydroxylation. Herein, we present the alternative, and highly stereoselective method for chiral 1,2-diols featuring bidentate chelation-controlled asymmetric alkylation of alpha-hydroxyketones, in which the chiral auxiliary is attached to the hydroxyl group as ether linkage. And we also report the asymmetric synthesis of triazole fungicide flutriafol using the same synthetic strategy.

 

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

Division of Organic Chemistry

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