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J Am Chem Soc. 2008 May 28;130(21):6694-5. doi: 10.1021/ja8013677. Epub 2008 May 1.

Enantioselective alkyl-alkyl Suzuki cross-couplings of unactivated homobenzylic halides.

Author information

1
Department of Chemistry, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.

Abstract

The first effective method for asymmetric cross-couplings of unactivated alkyl electrophiles has been developed, specifically, a nickel-based catalyst for stereoconvergent Suzuki reactions of homobenzylic bromides with alkylboranes. To the best of our knowledge, there are no previous examples of enantioselective Suzuki couplings of alkyl electrophiles (activated or unactivated). Both of the catalyst components are commercially available.

PMID:
18447357
DOI:
10.1021/ja8013677
[Indexed for MEDLINE]

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