Literature DB >> 22494355

A copper-catalyzed Petasis reaction for the synthesis of tertiary amines and amino esters.

Robin Frauenlob1, Carlos García, Gary A Bradshaw, Helen M Burke, Enda Bergin.   

Abstract

We have developed a copper-catalyzed process for the coupling of aldehydes, amines, and boronic acids. This allows greater reactivity with simple aryl boronic acids and allows coupling reactions to proceed that previously failed. Initial mechanistic studies support a process involving transmetalation from boron to copper.

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Year:  2012        PMID: 22494355     DOI: 10.1021/jo3003503

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  4 in total

1.  Reactivity and Synthetic Applications of Multicomponent Petasis Reactions.

Authors:  Peng Wu; Michael Givskov; Thomas E Nielsen
Journal:  Chem Rev       Date:  2019-08-27       Impact factor: 60.622

2.  Preparation of α-amino acids via Ni-catalyzed reductive vinylation and arylation of α-pivaloyloxy glycine.

Authors:  Xianghua Tao; Yanchi Chen; Jiandong Guo; Xiaotai Wang; Hegui Gong
Journal:  Chem Sci       Date:  2020-10-27       Impact factor: 9.825

3.  Arylglycine-derivative synthesis via oxidative sp(3) C-H functionalization of α-amino esters.

Authors:  Zhanwei Xu; Xiaoqiang Yu; Xiujuan Feng; Ming Bao
Journal:  Beilstein J Org Chem       Date:  2012-09-18       Impact factor: 2.883

Review 4.  Petasis vs. Strecker Amino Acid Synthesis: Convergence, Divergence and Opportunities in Organic Synthesis.

Authors:  Wayiza Masamba
Journal:  Molecules       Date:  2021-03-18       Impact factor: 4.411

  4 in total

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