Literature DB >> 15704897

Highly alkyl-selective addition to ketones with magnesium ate complexes derived from Grignard reagents.

Manabu Hatano1, Tokihiko Matsumura, Kazuaki Ishihara.   

Abstract

A highly efficient alkyl-selective addition to ketones with magnesium ate complexes derived from Grignard reagents and alkyllithiums is described. The nucleophilicity of R in R3MgLi is remarkably increased compared to that of the original RLi or RMgX, while the basicity of R3MgLi is decreased. Furthermore, a highly R-selective addition to ketones is demonstrated using RMe2MgLi in place of R3MgLi. [reaction: see text]

Entities:  

Year:  2005        PMID： 15704897     DOI： 10.1021/ol047685i

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


  3 in total

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Authors:  Joshua A Hartsel; Derek T Craft; Qiao-Hong Chen; Ming Ma; Paul R Carlier
Journal:  J Org Chem       Date:  2012-03-16       Impact factor: 4.354

2.  Alkenenitrile Transmissive Olefination: Synthesis of the Putative Lignan "Morinol I"

Authors:  Fraser F Fleming; Wang Liu; Lihua Yao; Bhaskar Pitta; Matthew Purzycki; P C Ravikumar
Journal:  European J Org Chem       Date:  2011-10-28

3.  Main group multiple C-H/N-H bond activation of a diamine and isolation of a molecular dilithium zincate hydride: experimental and DFT evidence for alkali metal-zinc synergistic effects.

Authors:  Ross Campbell; Daniel Cannon; Pablo García-Álvarez; Alan R Kennedy; Robert E Mulvey; Stuart D Robertson; Jörg Sassmannshausen; Tell Tuttle
Journal:  J Am Chem Soc       Date:  2011-08-04       Impact factor: 15.419
  3 in total

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