Literature DB >> 16048336

Synthesis of homoallylic amines by hydrozirconation-imine addition of allenes.

Peter Wipf1, Joshua G Pierce.   

Abstract

Hydrozirconation of allenes followed by in situ transmetalation to dialkylzinc leads to the formation of an allylic zinc species that, upon addition of aldimines to the reaction mixture, provides homoallylic amines in 64-85% yield. [reaction: see text]

Entities:  

Year:  2005        PMID： 16048336     DOI： 10.1021/ol051266j

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


  3 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.  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

3.  Homoallylic amines by reductive inter- and intramolecular coupling of allenes and nitriles.

Authors:  Peter Wipf; Marija D Manojlovic
Journal:  Beilstein J Org Chem       Date:  2011-06-17       Impact factor: 2.883
  3 in total

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