Gold Self-Relay Catalysis Enabling[3,3]-Sigmatropic Rearrange-ment/Nazarov Cyclization and Allylic Alkylation Cascade for Constructing All-Carbon Quaternary Stereocenters  

作　　者：Fan-Tao Meng Xiao-Yan Qin Jing Li Tian-Shu Zhang Shu-Jiang Tu Bo Jiang Wen-Juan Hao 

机构地区：[1]School of Chemistry&Materials Science,Jiangsu Normal University,Xuzhou,Jiangsu 221116,China [2]School of Materials and Chemical Engineering,Xuzhou University of Technology,Xuzhou,Jiangsu 221018,China

出　　处：《Chinese Journal of Chemistry》2022年第6期687-692,共6页中国化学（英文版）

基　　金：We are grateful for financial support from the National Natural Science Foundation of China(Nos.21871112 and 21971090);the Science and Technology of Xuzhou(KC21022)。

摘　　要：Molecular scaffolds endowed with all-carbon quaternary stereocenter are ubiquitous in natural products and significant bioactive molecules.However,efficient construction of this type of structure units is full of challenge due to their congested chemical envi-ronment.Herein,we report a new gold(Ⅰ)self-relay catalysis merging[3,3]-sigmatropic rearrangement/Nazarov cyclization with al-lylic alkylation starting from 1,3-enyne acetates and allylic alcohols,producing a wide range of synthetically important allyl cyclo-pentenones with an all-carbon quaternary stereocenter in good yields under mild conditions.This protocol demonstrates the precise control of regioselectivity,high functional group tolerance of substrates and the low loading of gold catalyst without inert atmos-phere protection,providing a catalytic and efficient entry to all-carbon quaternary stereocenters.

关 键 词：ALLYLATION Domino reactions CARBOCYCLES Gold self-relay catalysis 1 3-Enynes 

分 类 号：O62[理学—有机化学]