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J Am Chem Soc. 2012 Mar 7;134(9):4064-7. doi: 10.1021/ja2119833. Epub 2012 Feb 22.

Highly diastereoselective synthesis of tetrahydropyridines by a C-H activation-cyclization-reduction cascade.

Author information

1
Department of Chemistry, Yale University, New Haven, Connecticut 06520, USA.

Erratum in

  • J Am Chem Soc. 2014 Aug 20;136(33):11849.

Abstract

A versatile reaction cascade leading to highly substituted 1,2,3,6-tetrahydropyridines has been developed. It comprises rhodium(I)-catalyzed C-H activation-alkyne coupling followed by electrocyclization and subsequent acid/borohydride-promoted reduction. This one-pot procedure affords the target compounds in up to 95% yield with >95% diastereomeric purity.

PMID:
22356093
PMCID:
PMC3319108
DOI:
10.1021/ja2119833
[Indexed for MEDLINE]
Free PMC Article

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