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Palladium‐Catalyzed Asymmetric Construction of Vicinal Tertiary and All‐Carbon Quaternary Stereocenters by Allylation of β‐Ketocarbonyls with Morita–Baylis–Hillman Adducts
Author(s) -
Liu Jiawang,
Han Zhaobin,
Wang Xiaoming,
Meng Fanye,
Wang Zheng,
Ding Kuiling
Publication year - 2017
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201701455
Subject(s) - stereocenter , tsuji–trost reaction , vicinal , chemistry , enantioselective synthesis , palladium , catalysis , allylic rearrangement , alkylation , organic chemistry , stereochemistry , combinatorial chemistry
Palladium‐catalyzed regio‐, diastereo‐, and enantioselective allylic alkylation of β‐ketocarbonyls with Morita–Baylis–Hillman adducts has been developed using a spiroketal‐based diphosphine (SKP) as the ligand, thus affording a range of densely functionalized products bearing vicinal tertiary and all‐carbon quaternary stereodyad in high selectivities. The utility of the protocol was demonstrated by the facile synthesis of some complex molecules by simple product transformations.