Literature DB >> 16986948

Generation of allylic indium by hydroindation of 1,3-dienes and one-pot reaction with carbonyl compounds.

Naoki Hayashi1, Hiroyuki Honda, Makoto Yasuda, Ikuya Shibata, Akio Baba.   

Abstract

A hydroindation of 1,3-dienes by dichloroindium hydride (HInCl2) generates allylic indiums that react with carbonyl or imine moieties in a one-pot treatment. The former reaction proceeds in a radical manner, and the latter is ionic allylation. Moreover, both reactions require no additives such as radical initiators, Lewis acids, or transition metal catalysts.

Entities:  

Year:  2006        PMID： 16986948     DOI： 10.1021/ol061797n

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


  3 in total

1.  Direct, redox-neutral prenylation and geranylation of secondary carbinol C-H bonds: C4-regioselectivity in ruthenium-catalyzed C-C couplings of dienes to α-hydroxy esters.

Authors:  Joyce C Leung; Laina M Geary; Te-Yu Chen; Jason R Zbieg; Michael J Krische
Journal:  J Am Chem Soc       Date:  2012-09-17       Impact factor: 15.419

Review 2.  Intermolecular Metal-Catalyzed Reductive Coupling of Dienes, Allenes, and Enynes with Carbonyl Compounds and Imines.

Authors:  Michael Holmes; Leyah A Schwartz; Michael J Krische
Journal:  Chem Rev       Date:  2018-06-13       Impact factor: 60.622

3.  Direct use of 1,3-dienes for the allylation of ketones via catalytic hydroindation.

Authors:  Itaru Suzuki; Kensuke Yagi; Shinji Miyamoto; Ikuya Shibata
Journal:  RSC Adv       Date:  2020-02-06       Impact factor: 4.036
  3 in total

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