Phosphine-Catalyzed (4+2) Annulation of Allenoates with Benzofuran-Derived Azadienes and Subsequent Thio-Michael Addition

被引：15
|
作者：
Shi, Wangyu [1 ,2 ]
Ren, Yue [1 ,2 ]
Zhao, Haoran [1 ,2 ]
Tang, Yi [1 ,2 ]
Piao, Shixiang [1 ,2 ]
Mao, Biming [1 ,2 ]
Wang, Wei [3 ]
Wu, Yongjun [3 ]
Wang, Bo [4 ]
Guo, Hongchao [1 ,2 ]
机构：
[1] China Agr Univ, Dept Chem, Beijing 100193, Peoples R China
[2] China Agr Univ, Innovat Ctr Pesticide Res, Beijing 100193, Peoples R China
[3] Zhengzhou Univ, Coll Publ Hlth, Zhengzhou 450001, Peoples R China
[4] Tsinghua Univ, Dept Chem, Beijing 100084, PR, Peoples R China
来源：
ORGANIC LETTERS | 2022年 / 24卷 / 20期
关键词：
ENANTIOSELECTIVE SYNTHESIS; ASYMMETRIC-SYNTHESIS; CHIRAL PHOSPHINES; CYCLOADDITION; IMINES; CONSTRUCTION; HETEROCYCLES; DERIVATIVES; ACCESS; CARBON;
D O I：
10.1021/acs.orglett.2c01500
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A phosphine-catalyzed (4 + 2) annulation of tetrahydrobenzofuranone-derived allenoates and benzofuran-derived azadienes (BDAs) has been achieved to construct the decahydro-2H-naphtho[1,8-bc]furan derivatives, which were subsequently treated with 4-methylbenzenethiol and trimethylamine to produce thio-Michael addition products in high to excellent yields with good diastereoselectivities.
引用
收藏
页码：3747 / 3752
页数：6
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