Radical-Mediated Heck-Type Alkylation: Stereoconvergent Synthesis of Functionalized Polyenes

被引:17
作者
Zhang, Hong [1 ]
Wu, Xinxin [1 ]
Wei, Yunlong [1 ]
Zhu, Chen [1 ,2 ]
机构
[1] Soochow Univ, Coll Chem Chem Engn & Mat Sci, Key Lab Organ Synth Jiangsu Prov, 199 Ren Ai Rd, Suzhou 215123, Jiangsu, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Synth Chem Nat Subst, 345 Lingling Rd, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
DIELS-ALDER REACTIONS; NATURAL-PRODUCTS; EFFICIENT; CATALYST; POLYMERIZATION; ALKENYLATION; OLEFINATION; GENERATION; STRATEGIES; MARINE;
D O I
10.1021/acs.orglett.9b02838
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The stereospecific synthesis of polyenes is of great synthetic value. Disclosed herein is a new, efficient, stereoconvergent approach for the synthesis of functionalized polyenes via a radical-mediated Heck-type alkylation. The easily accessed Z- and E-mixed alkenes are harnessed as starting material, leading to a unique stereoisomer of polyenes. In addition, the transformation features mild reaction conditions and broad functional group compatibility. A variety of valuable 1,3-dienes and 1,3,5-trienes are afforded in useful yields.
引用
收藏
页码:7568 / 7572
页数:5
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