Phosphine-catalyzed stereoselective dimerizations of ketenes

TETRAHEDRON

卷:78

Article

Ibrahim, Ahmad A.¹  Wei, Pei-Hsun¹  Harzmann, Gero D.¹  Nalla, Divya¹  Mondal, Mukulesh¹  Wheeler, Kraig A.²  Kerrigan, Nessan J.³ 

[1] Oakland Univ, Dept Chem, 2200 N Squirrel Rd, Rochester, MI 48309 USA

[2] Whitworth Univ, Dept Chem, 300 W Hawthorne Rd, Spokane, WA 99251 USA

[3] Dublin City Univ, Sch Chem Sci, Dublin 9, Ireland

关键词: Phosphine;    Catalysis;    Lactone;    Asymmetric synthesis;    Enantioselective;   

DOI  :  10.1016/j.tet.2020.131838

来源: Elsevier

【 摘 要 】

Full details of optimisation studies of the phosphine-catalyzed ketene homodimerization reaction and the detailed development of an asymmetric variant are discussed. Studies towards the development of a phosphine-catalyzed ketene heterodimerization reaction are revealed. A discussion of possible reaction mechanisms for the dimerization reactions, supported by spectroscopic analysis of intermediates and trapping experiments, is also presented. (C) 2020 The Author(s). Published by Elsevier Ltd.

【 授权许可】

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