Literature DB >> 15704913

Palladium-catalyzed allylation of imines with allyl alcohols.

Masamichi Shimizu1, Masanari Kimura, Toshiya Watanabe, Yoshinao Tamaru.   

Abstract

A catalytic system, Pd(OAc)2 (10 mol %)-P(n-Bu)3 (20 mol %)-Et3B (360 mol %), promotes allylic alcohols to undergo the allylation of anisidine-imines of aromatic and aliphatic aldehydes and furnishes homoallylamines in good to moderate yields. The reaction shows unique stereoselectivity, giving anti-isomers selectively. [reaction: see text]

Entities:  

Year:  2005        PMID: 15704913     DOI: 10.1021/ol047609f

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


  6 in total

1.  Preparation of stereodefined homoallylic amines from the reductive cross-coupling of allylic alcohols with imines.

Authors:  Ming Z Chen; Martin McLaughlin; Masayuki Takahashi; Michael A Tarselli; Dexi Yang; Shuhei Umemura; Glenn C Micalizio
Journal:  J Org Chem       Date:  2010-11-11       Impact factor: 4.354

2.  Delayed catalyst function enables direct enantioselective conversion of nitriles to NH2-amines.

Authors:  Shaochen Zhang; Juan Del Pozo; Filippo Romiti; Yucheng Mu; Sebastian Torker; Amir H Hoveyda
Journal:  Science       Date:  2019-04-05       Impact factor: 47.728

3.  Complex allylation by the direct cross-coupling of imines with unactivated allylic alcohols.

Authors:  Masayuki Takahashi; Martin McLaughlin; Glenn C Micalizio
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

4.  Stereoselective cross-coupling between allylic alcohols and aldimines.

Authors:  Ivan L Lysenko; Hyung Goo Lee; Jin Kun Cha
Journal:  Org Lett       Date:  2009-07-16       Impact factor: 6.005

5.  Et3B-mediated and palladium-catalyzed direct allylation of β-dicarbonyl compounds with Morita-Baylis-Hillman alcohols.

Authors:  Ahlem Abidi; Yosra Oueslati; Farhat Rezgui
Journal:  Beilstein J Org Chem       Date:  2016-11-15       Impact factor: 2.883

6.  Platinum-Catalyzed Allylation of 2,3-Disubstituted Indoles with Allylic Acetates.

Authors:  Bai-Jing Peng; Wen-Ting Wu; And Shyh-Chyun Yang
Journal:  Molecules       Date:  2017-11-29       Impact factor: 4.411

  6 in total

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