苄氧基丙烯酰胺作为有机催化多米诺氮杂迈克尔/森田-贝利斯-希尔曼反应序列中的双亲核试剂。
-Benzyloxyacrylamides as Bisnucleophiles in an Organocatalyzed Domino aza-Michael/Morita-Baylis-Hillman Sequence.
作者信息
Alahyen Ismail, Taillier Catherine, Lhoste Jérôme, Dalla Vincent, Comesse Sébastien
机构信息
Normandie Univ, UNILEHAVRE FR 3038 CNRS, URCOM, 76600 Le Havre, France.
IMMM, UMR 6283 CNRS, Le Mans Université, 72085 Le Mans, France.
出版信息
Org Lett. 2024 Mar 8;26(9):1926-1930. doi: 10.1021/acs.orglett.4c00295. Epub 2024 Feb 26.
We herein describe a stereoselective organocatalyzed aza-Michael/Morita-Baylis-Hillman domino reaction between readily accessible acrylamides and α,β-unsaturated carbonyls. This novel, PPh-promoted atom economic one-pot process features medium to good yields and good stereoselectivity leading to variously substituted piperidin-2-ones bearing an exocyclic olefinic bond, which was shown to be an excellent anchor for further chemical diversification.
我们在此描述了一种立体选择性有机催化的氮杂-Michael/森田-贝利斯-希尔曼多米诺反应，该反应发生在易于获得的丙烯酰胺和α,β-不饱和羰基化合物之间。这种新颖的、由三苯基膦促进的原子经济一锅法反应具有中等至良好的产率和良好的立体选择性，可生成带有环外烯烃键的各种取代的哌啶-2-酮，该环外烯烃键被证明是进一步化学多样化的优良连接点。
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