Total Synthesis of Dermostatin A
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- 作者：Yingchao Zhang ; Carolynn C. Arpin ; Aaron J. Cullen ; Mark J. Mitton-Fry ; Tarek Sammakia
- 刊名：Journal of Organic Chemistry
- 出版年：2011
- 出版时间：October 7, 2011
- 年：2011
- 卷：76
- 期：19
- 页码：7641-7653
- 全文大小：1237K
- 年卷期：v.76,no.19(October 7, 2011)
- ISSN：1520-6904
文摘
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 is convergent and utilizes fragments of roughly equal complexity.