NHC-Catalyzed Asymmetric α-Regioselective [4+2] Annulation to Construct α-Alkylidene-δ-lactones

被引：22
作者：
Liu, Lala [1 ]
Guo, Donghui [2 ]
Wang, Jian [1 ,2 ]
机构：
[1] Wuyi Univ, Sch Biotechnol & Hlth Sci, Jiangmen 529020, Peoples R China
[2] Tsinghua Univ, Sch Pharmaceut Sci, Key Lab Bioorgan Phosphorous Chem & Chem Biol, Minist Educ, Beijing 100084, Peoples R China
来源：
ORGANIC LETTERS | 2020年 / 22卷 / 17期
基金：
中国国家自然科学基金;
关键词：
ENANTIOSELECTIVE SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; ENALS; FUNCTIONALIZATION; CYCLOADDITION; ANTIMALARIAL; ARTEMISININ; ACTIVATION; ALDEHYDES; ACID;
D O I：
10.1021/acs.orglett.0c02573
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The unprecedented NHC-catalyzed [4 + 2] annulation of alpha-bromoenals with dioxopyrrolidines is described. This protocol features broad substrate scope and allows rapid assembly of alpha-alkylidene-delta-lactones in good to high yields with excellent enantioselectivities. Notably, this process includes aregioselective activation of azolium dienolate intermediates, which has not yet been reported.
引用
收藏
页码：7025 / 7029
页数：5
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