Enantioselective synthesis of (−)-cytoxazone and (+)-epi-cytoxazone via Rh-catalyzed diastereoselective oxidative C–H aminations

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• 刊名：Tetrahedron Letters
• 出版年：2007
• 期刊代码：109_00404039
• 类别：ch
• 出版时间：1 January 2007
• 卷：48
• 期：1
• 页码：65-68
• 文件大小：125 K

摘要

An efficient enantioselective synthesis of (−)-cytoxazone (1) and (+)-epi-cytoxazone (2) using proline-catalyzed asymmetric α-amino-oxylation of aldehydes followed by Rh-catalyzed diastereoselective oxidative C–H amination as the key steps is described. syn or anti 1,2-aminoalcohols were obtained by Rh-catalyzed intramolecular amidation of the C–H bonds of carbamates or sulfamate esters with good to excellent diastereoselectivity.