Synthesis of (.+-.)-Fredericamycin A
JA Wendt, PJ Gauvreau, RD Bach
Index: Wendt, John A.; Gauvreau, Paul J.; Bach, Robert D. Journal of the American Chemical Society, 1994 , vol. 116, # 22 p. 9921 - 9926
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Citation Number: 46
Abstract
Abstract: The synthesis of (f)-fredericamycin A (1) is reported with full experimental detail. Preparations of building blocks for the upper (2) and lower (3) units of 1 are described. The union of 2 and 3 by a two-step 1, 4-dipolar cycloaddition and the elaboration of the resulting product (19) into 1 are presented. The spiro 1, 3-dione center in 1 was introduced utilizing a mild mercury-mediated pinacol rearrangement involving a 1, Zcarbonyl migration. The ...
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