1999 other bioactive products

other bioactive productsU 1300

05 - 242An Efficient Derivation of the Versatile Chiron Antipode 1-tert-Butyldimethylsilylpenta-1,4-diyn-3-ol: Application to the Synthesisof (15E,R,R)-Duryne. — The absolute configuration of the two stere-ogenic centers as well as the olefinic geometry at C-15 of naturally occurringduryne are yet unresolved. For the synthesis of one possible stereoisomer (VIII),the required key (R)-alcohol (II) is prepared with acceptable enantiomericpurity by resolution under optimized conditions. The fixation of the C-15 olefingeometry is achieved via the acetylenic intermediate (VII). — (SHARMA, A.;CHATTOPADHYAY, S.; J. Org. Chem. 63 (1998) 18, 6128-6131; Bio-Org.Div., Bhabha At. Res. Cent., Trombay, Bombay 400 085, India; EN)

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