Tetrahedron

Total synthesis of (+)-papulacandin D

SE Denmark, T Kobayashi, CS Regens

文献索引：Denmark, Scott E.; Kobayashi, Tetsuya; Regens, Christopher S. Tetrahedron, 2010 , vol. 66, # 26 p. 4745 - 4759

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被引用次数: 46

摘要

A total synthesis of (+)-papulacandin D has been achieved in 31 steps, in a 9.2% overall yield from commercially available materials. The synthetic strategy divided the molecule into two nearly equal sized subunits, the spirocyclic C-arylglycopyranoside and the polyunsaturated fatty acid side-chain. The C-arylglycopyranoside was prepared in 11 steps in a 30% overall yield from triacetoxyglucal. The fatty acid side-chain was also prepared in ...