CARB 100 |
| A regio- and stereoselective approach to total synthesis of the titled compounds will be discussed. Construction of the aglycon is achieved via: 1) diastereoselective ring opening of biaryl lactone; and 2) stereo-controlled semi-pinacol cyclization of acetal-aldehyde to give tetracyclic mono-protected diol, allowing regioselective introduction of the sugar moiety. Installation of the amino acid, hafnocene-promoted glycosylation, and construction of the E-ring completed the first total syntheses of benanomicins A, B and pradimicin A. |
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Sugars as Organic Intermediates
9:00 AM-11:45 AM, Wednesday, August 22, 2007 BCEC -- 162B, Oral
Division of Carbohydrate Chemistry |