铑催化2-烯基苯酚与炔烃的对映体选择性螺环化反应  

Rhodium-Catalyzed Enantioselective Spiroannulation of 2-Alkenylphenols with Alkynes

作　　者：张素珍[1,2] 张文文 杨慧 顾庆 游书力[2] Zhang Suzhen;Zhang Wenwen;Yang Hui;Gu Qing;You Shuli(School of Material and Chemistry,University of Shanghai for Science and Technology,Shanghai 200093;State Key Laboratory of Organometallic Chemistry,Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai 200032)

机构地区：[1]上海理工大学材料与化学学院,上海200093 [2]中国科学院上海有机化学研究所金属有机化学国家重点实验室,上海200032

出　　处：《有机化学》2023年第8期2926-2933,共8页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(Nos.21821002,92256302,22071260)资助项目。

摘　　要：发展了铑催化2-烯基苯酚与炔烃的对映选择性螺环化反应.在5 mol%1,1'-联二萘酚(BINOL)衍生的环戊二烯铑络合物[(R)-CpRh1]和2 equiv.的醋酸铜存在下,C—H活化/螺环化反应可以高达84%收率和81%ee对映选择性获得手性螺环己烯酮化合物.该反应条件温和,具有良好的官能团耐受性.Rh-catalyzed enantioselective spiroannulation of 2-alkenylphenols with alkynes was developed.In the presence of 5 mol%BINOL-derived(BINOL:1,1'-bi-2,2'-naphthol)cyclopentadiene-Rh complex[(R)-CpRh1]and 2 equiv.of Cu(OAc)2,the C—H activation/annulation reaction proceeded smoothly to afford a wide range of enantioenriched spirocyclohexenones in up to 84%yield and 81%ee.This reaction features mild reaction conditions and good functional group tolerance.

关 键 词：2-烯基苯酚 炔烃 环戊二烯铑络合物 螺环化反应 螺环己烯酮 

分 类 号：O621.251[理学—有机化学]