ORGN 485 |
| Abstract: Polypropionate subunits are present in a great number of biological active natural products such as antibiotics, antitumors, antifungals, antiparasitics, or immunomodulators. A widespread strategy to synthesize these structures involves the disconnection of polypropionate chains into shorter subunits, such as stereotriad building blocks bearing alternate methyl and hydroxyl groups. Starting from inexpensive, commercially available starting materials, I developed a powerful protocol to construct anti-, anti-stereotriad building blocks by the catalytic asymmetric synthesis of a chiral trans allylic alcohol, followed by elaboration with the efficient “Midland sequence” (alkylation, 2,3-Wittig rearrangement, protection, and hydroboration). |
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Physical Organic Chemistry, Metal-Mediated Reactions, Asymmetric Reactions and Syntheses
8:00 PM-10:00 PM, Tuesday, August 21, 2007 BCEC -- Exhibit Hall - B2, Poster
Division of Organic Chemistry |