Chromium-Mediated Stereoselective Synthesis of Carbohydrate-Derived (E)-伪,尾-Unsaturated Esters or Amides
详细信息 查看全文
- 作者：Humberto Rodri虂guez-Solla ; Carmen Concello虂n ; Elena G. Blanco ; Juan Ignacio Sarmiento ; Pamela Di虂az ; Raquel G. Soengas
- 刊名：Journal of Organic Chemistry
- 出版年：2011
- 出版时间：July 1, 2011
- 年：2011
- 卷：76
- 期：13
- 页码：5461-5465
- 全文大小：769K
- 年卷期：v.76,no.13(July 1, 2011)
- ISSN：1520-6904
文摘
A chromium-mediated novel synthesis of carbohydrate-derived di- and trisubstituted (E)-伪,尾-unsaturated esters or amides from a range of dichloroesters or amides and a variety of sugar aldehydes is reported. The process took place with total stereoselectivity and in high yields. A mechanism based on a sequential chromium-promoted aldol-type reaction and a completely stereoselective 尾-elimination reaction is proposed to explain these results.