ORGN 899 |
| The development of novel methods focused on the rapid and efficient construction of 1,2- and 1,5-diol motifs continues to remain an active area of research due to their existence in many biologically active natural products. Previous work in our group has resulted in the generation of highly diastereo- and enantioselective syntheses of (E)-1,5-anti- (2) and (Z)-1,5-syn-diols (3) via one-pot reactions of (E)-boryl-substituted allylboranes (1) and two different aldehydes. Current efforts are focused on extending this method to gain access to (Z)-boryl-substituted allylboranes (4), which would afford 1,2-syn-diols upon exposure to an aldehyde followed by oxidation of the intermediate syn-β-alkoxyallylboronate (5), or (E)-1,5-syn- (6) and (Z)-1,5-anti-diols (7) via coupling with two different aldehydes. Recent progress toward these objectives will be presented.
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Combinatorial, Parallel and Process Chemistry, Heterocycles, Aromatics, New Reactions and Methodology
8:00 PM-10:00 PM, Wednesday, August 22, 2007 BCEC -- Exhibit Hall - B2, Poster
Sci-Mix
Division of Organic Chemistry |
