Total Synthesis of Dermostatin A

…, AJ Cullen, MJ Mitton-Fry, T Sammakia

Index: Zhang, Yingchao; Arpin, Carolynn C.; Cullen, Aaron J.; Mitton-Fry, Mark J.; Sammakia, Tarek Journal of Organic Chemistry, 2011 , vol. 76, # 19 p. 7641 - 7653

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Citation Number: 23

Abstract

The concise total synthesis of dermostatin A is described. Highlights include a two- directional application of the asymmetric acetate aldol method developed in our lab, a novel diastereotopic-group-selective acetal isomerization for terminus differentiation, and a selective cross-metathesis reaction between a terminal olefin and a trienal. A study of the scope and viability of similar cross-metathesis reactions is also described. The synthesis ...