Copper-Catalyzed One-Pot Borylative Aldolisation β-Fluoride Elimination for the Formal Addition of Acrylates to Carbonyl Moieties

被引:16
作者
Rasson, Corentin [1 ]
Stouse, Adrien [1 ]
Boreux, Arnaud [1 ]
Cirriez, Virginie [1 ]
Riant, Olivier [1 ]
机构
[1] Catholic Univ Louvain, Inst Condensed Matter & Nanosci Mol Solids & Reac, Pl Louis Pasteur 1,Bte L4-01-02, B-1348 Louvain La Neuve, Belgium
关键词
borylation; homogeneous catalysis; copper; domino reactions; Morita-Baylis-Hillman reactions; BAYLIS-HILLMAN REACTION; DOMINO REACTIONS; ALDOL REACTION; ENANTIOSELECTIVE SYNTHESIS; CASCADE REACTIONS; ALPHA; BETA-UNSATURATED DIESTERS; ORGANIC-SYNTHESIS; RING-SYSTEMS; KETONES; CYCLIZATIONS;
D O I
10.1002/chem.201802023
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Herein, we report the copper-catalyzed domino borylation/aldolisation of methyl 2-fluoroacrylate with carbonyl compounds followed by an elimination to give Morita-Baylis-Hillman (MBH) analogues. The optimal conditions described were shown to be compatible with a wide range of aldehydes and ketones. Unprecedented MBH adducts derived from ketones were efficiently synthesized.
引用
收藏
页码:9234 / 9237
页数:4
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