Organocatalytic Asymmetric Construction of Tetrasubstituted Carbon Stereocenters Bearing Three Heteroatoms via Intramolecular Cyclization of Vinylidene ortho-Quinone Methide with Imidates

被引：6

作者：

Tian, Yuhong ^{[1
]}

Wu, Fengdi ^{[1
]}

Jia, Shiqi ^{[1
]}

Gong, Xiangnan ^{[2
]}

Mao, Hui ^{[3
]}

Wang, Pengfei ^{[1
]}

Qin, Wenling ^{[1
]}

Yan, Hailong ^{[1
]}

机构：

[1] Chongqing Univ, Sch Pharmaceut Sci, Chongqing Key Lab Nat Prod Synth & Drug Res, Chongqing 401331, Peoples R China

[2] Chongqing Univ, Analyt & Testing Ctr Chongqing Univ, Chongqing 401331, Peoples R China

[3] Jinhua Polytech, Coll Pharm, Jinhua 321007, Zhejiang, Peoples R China

来源：

ORGANIC LETTERS | 2022年 / 24卷 / 28期

基金：

中国国家自然科学基金;

关键词：

ENANTIOSELECTIVE CONSTRUCTION; BOND;

D O I：

10.1021/acs.orglett.2c01842

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We report herein an organocatalytic asymmetric protocol for the construction of tetrasubstituted carbon stereocenters bearing three heteroatoms. The reaction proceeded via the enantioselective intramolecular cyclization reaction of vinylidene ortho-quinone methide (VQM) with imidates to form pentacyclic heterocycles. The formed tetrasubstituted carbon center was stable under a high temperature and the conditions for further transformations.

引用

页码：5073 / 5077

页数：5