一种用于芳基硼酸酯对α,β-不饱和酮进行不对称1,4-加成反应的手性二烯-铑催化剂的高性能。
High performance of a chiral diene-rhodium catalyst for the asymmetric 1,4-addition of arylboroxines to alpha,beta-unsaturated ketones.
作者信息
Chen Fu-Xue, Kina Asato, Hayashi Tamio
机构信息
Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Japan.
出版信息
Org Lett. 2006 Jan 19;8(2):341-4. doi: 10.1021/ol052756e.
PMID:16408910
Abstract
[reaction: see text] A rhodium complex coordinated with (S,S)-2,5-dibenzylbicyclo[2.2.2]octa-2,5-diene (Bn-bod) showed high catalytic activity and high enantioselectivity in the asymmetric 1,4-addition of arylboroxines to cyclic alpha,beta-unsaturated ketones, 0.005-0.01 mol % of the catalyst giving high yields of the addition products with not lower than 94% ee. The turnover frequency of the catalyst is up to 1.4 x 10(4) h(-1).
摘要
[反应：见正文] 一种与（S,S）-2,5-二苄基双环[2.2.2]辛-2,5-二烯（Bn-bod）配位的铑配合物在芳基硼酸酯对环状α,β-不饱和酮的不对称1,4-加成反应中表现出高催化活性和高对映选择性，0.005 - 0.01 mol%的催化剂能给出高产率的加成产物，对映体过量值（ee）不低于94%。该催化剂的转换频率高达1.4×10⁴ h⁻¹ 。
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