Total synthesis of pseudomonic acid C: application of the alkoxyselenation reaction in organic synthesis

AP Kozikowski, RJ Schmiesing…

文献索引：Kozikowski, Alan P.; Schmiesing, Richard J.; Sorgi, Kirk L. Journal of the American Chemical Society, 1980 , vol. 102, # 21 p. 6577 - 6580

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被引用次数: 52

摘要

nearly quantitative yield.” Stereospecific vicinal hydroxylation12 of this intermediate followed by protection of the diol as the cyclohexylidene ketal gives 7 in 95% overall yield. Hydrogenolysis of the benzyl groups (10% Pd/C, ethanol, 92%) and selective protection of the primary alcohol by silylation (tert-butyldiphenylsilyl chloride, imidazole, DMF) yield 8 (CY/@ anomer 85: 15)