Literature DB >> 22292670

Enantioselective organocatalytic three-component Petasis reaction among salicylaldehydes, amines, and organoboronic acids.

Wen-Yong Han1, Zhi-Jun Wu, Xiao-Mei Zhang, Wei-Cheng Yuan.   

Abstract

The catalytic enantioselective three-component Petasis reaction among salicylaldehydes, amines, and organoboronic acids with a newly designed thiourea-binol catalyst is presented. A broad range of alkylaminophenols can be obtained in good yield (up to 92%) and good to high enantioselectivity (up to 95% ee). A possible reaction pathway for this catalytic enantioselective Petasis reaction is tentatively proposed.

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Year:  2012        PMID: 22292670     DOI: 10.1021/ol203109a

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


  5 in total

1.  Diastereo- and regioselective petasis aryl and allyl boration of ninhydrins towards synthesis of functionalized indene-diones and dihydrobenzoindeno-oxazin-ones.

Authors:  Ayon Sengupta; Suvendu Maity; Pinaki Saha; Prasanta Ghosh; Sonali Rudra; Chhanda Mukhopadhyay
Journal:  Mol Divers       Date:  2022-08-01       Impact factor: 3.364

2.  Asymmetric Traceless Petasis Borono-Mannich Reactions of Enals: Reductive Transposition of Allylic Diazenes.

Authors:  Yao Jiang; Regan J Thomson; Scott E Schaus
Journal:  Angew Chem Int Ed Engl       Date:  2017-12-04       Impact factor: 15.336

3.  Enantioselective addition of boronates to o-quinone methides catalyzed by chiral biphenols.

Authors:  Yi Luan; Scott E Schaus
Journal:  J Am Chem Soc       Date:  2012-12-03       Impact factor: 15.419

4.  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

Review 5.  Metal-free multicomponent approach for the synthesis of propargylamine: a review.

Authors:  Sujit Ghosh; Kinkar Biswas
Journal:  RSC Adv       Date:  2021-01-07       Impact factor: 3.361

  5 in total

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