1994年7月18日
Asymmetric reduction of 2-fluoro-2-(trifluoromethyl)-3-hydroxy ketones with lithium aluminum hydride or diisobutylaluminum hydride. Highly stereoselective synthesis of 2-fluoro-2-(trifluoromethyl)-1,3-diols
Tetrahedron Letters
- ,
- ,
- ,
- 巻
- 35
- 号
- 29
- 開始ページ
- 5263
- 終了ページ
- 5266
- 記述言語
- 英語
- 掲載種別
- DOI
- 10.1016/S0040-4039(00)77080-8
The syn and anti isomers of 2-fluoro-2-(trifluoromethyl)-3-hydroxy ketones are reduced in a highly 1,2-syn diastereoselective manner with lithium aluminum hydride or diisobutylaluminum hydride in tetrahydrofuran at -78 °C, affording 1,2-syn-2,3-syn- and 1,2-syn-2,3-anti-2-fluoro-2-(trifluoromethyl)-1,3-diols, respectively, in excellent yields. High 1,2-syn stereoselectivity in the reduction can be ascribed to the presence of the 2-trifluoromethyl substituent. © 1994.
- ID情報
-
- DOI : 10.1016/S0040-4039(00)77080-8
- ISSN : 0040-4039
- SCOPUS ID : 0028237288