1,2-Asymmetric Induction in the Conjugate Addition of Organocopper Reagents to γ-Aryl α,β-Unsaturated Carbonyl Derivatives
作者:Yukiyasu Chounan、Yasuo Ono、Shinji Nishii、Haruo Kitahara、Shoei Ito、Yoshinori Yamamoto
DOI:10.1016/s0040-4020(00)00137-x
日期:2000.4
The diastereoselectivity in the conjugate addition of organocopper reagents to γ-aryl α,β-unsaturated carbonyl derivatives 8–14 was investigated. The syn-diastereoselectivity was obtained irrespective of the reagents type in the addition of 8, while the anti-diastereoselectivity was obtained in the addition of 10–14 with RCu and RCu(CN)Li (R=Me and Bu) and the syn-selectivity was produced in the addition
研究了将有机铜试剂共轭添加到γ-芳基α,β-不饱和羰基衍生物8-14中的非对映选择性。所述顺式得到-diastereoselectivity不论添加8试剂型的,而抗在此外的10-14与RCU和RCU(CN)栗(R =我和丁基)以及得到-diastereoselectivity顺式-通过添加10–14的R 2 CuLi和R 2 Cu(CN)Li 2可以产生选择性。试剂控制的和底物依赖性的非对映选择性是通过两种不同的反应途径来解释的:π络合物的形成或普通的亲核加成。迈克尔受体的还原电势和有机铜试剂的供电子能力控制着反应路径。