Literature DB >> 25089369

Facile regio- and stereoselective metal-free synthesis of all-carbon tetrasubstituted alkenes bearing a C(sp3)-F unit via dehydroxyfluorination of Morita-Baylis-Hillman (MBH) adducts.

Shinobu Takizawa1, Fernando Arteaga Arteaga, Kenta Kishi, Shuichi Hirata, Hiroaki Sasai.   

Abstract

Highly E-selective all-carbon tetrasubstituted alkenes with a C(sp(3))-F unit have been synthesized through a dehydroxyfluorination of Morita-Baylis-Hillman (MBH) adducts which can be readily prepared from α,β-unsaturated carbonyl compounds and α-keto esters. A variety of subsequent transformations afforded monofluoromethyl substituted heterocycles in high yields.

Entities:  

Year:  2014        PMID: 25089369     DOI: 10.1021/ol501855m

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  1 in total

1.  Catalytic alkene skeletal modification for the construction of fluorinated tertiary stereocenters.

Authors:  Liyin Jiang; Pau Sarró; Wei Jie Teo; Jordi Llop; Marcos G Suero
Journal:  Chem Sci       Date:  2022-03-15       Impact factor: 9.825

  1 in total

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