Enantioselective Synthesis of Highly Substituted Furans by a Copper(II)-Catalyzed Cycloisomerization鈥揑ndole Addition Reaction
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- 作者：Vivek Rauniyar ; Z. Jane Wang ; Heather E. Burks ; F. Dean Toste
- 刊名：Journal of the American Chemical Society
- 出版年：2011
- 出版时间：June 8, 2011
- 年：2011
- 卷：133
- 期：22
- 页码：8486-8489
- 全文大小：749K
- 年卷期：v.133,no.22(June 8, 2011)
- ISSN：1520-5126
文摘
A catalytic enantioselective reaction based on a copper(II) catalyst strictly containing chiral anionic ligands is described. In the present work, copper(II)鈥損hosphate catalyst promotes the intramolecular heterocyclization of 2-(1-alkynyl)-2-alkene-1-ones and facilitates high levels of enantioselectivity in the subsequent nucleophile attack. Mechanistic studies suggest that formation of a copper(II)鈥搃ndole species is important for catalysis.