Kirsch Stefan F, Overman Larry E
Department of Chemistry, 516 Rowland Hall, University of California, Irvine, California 92697-2025, USA.
J Am Chem Soc. 2005 Mar 9;127(9):2866-7. doi: 10.1021/ja0425583.
Trichloroacetimidate derivatives of prochiral (Z)-2-alken-1-ols react at room temperature with carboxylic acids to give chiral 3-acyloxy-1-alkenes in high enantiopurity in the presence of di-mu-acetatobis[(eta5-(S)-(pR)-2-(2'-(4'-methylethyl)oxazolinyl)cyclopentadienyl,1-C,3'-N)(eta4-tetraphenylcyclobutadiene)cobalt]dipalladium (COP-OAc) or its enantiomer. This reaction has broad scope, proceeds with predictable high stereoinduction, is accomplished at room temperature using high substrate concentrations and low catalyst loadings, and likely proceeds by a novel mechanism.
前手性(Z)-2-烯-1-醇的三氯乙酰亚胺酯衍生物在室温下与羧酸反应,在双-μ-乙酸根双[(η5-(S)-(pR)-2-(2'-(4'-甲基乙基)恶唑啉基)环戊二烯基,1-C,3'-N)(η4-四苯基环丁二烯)钴]二钯(COP-OAc)或其对映体存在下,以高对映体纯度生成手性3-酰氧基-1-烯烃。该反应具有广泛的适用范围,以可预测的高立体诱导进行,在室温下使用高底物浓度和低催化剂负载量即可完成,并且可能通过一种新机制进行。