Scholars@Duke
Journal cover image

Gold-Catalyzed Intermolecular anti-Markovnikov Hydroamination of Methylenecyclopropanes with 2-Pyridones

Publication ,  Journal Article
Timmerman, JC; Widenhoefer, RA
Published in: Advanced Synthesis and Catalysis
November 16, 2015
Published version (DOI)

The cationic gold phosphine complex [(o-biphenylPCy2)Au(NCMe)]+ SbF6- catalyzes the intermolecular, anti-Markovnikov hydroamination of methylenecyclopropanes (MCPs) with 2-pyridones at 80 C. The transformation was effective for a range of pyridones and for monosubstituted and cis- and trans-disubstituted MCPs to form 1-cyclopropylmethyl-2-pyridones with excellent regio- and diastereoselectivity in moderate to good yields.

Duke Scholars

Ross A. Widenhoefer
Author Ross A. Widenhoefer Chemistry

Published In

Advanced Synthesis and Catalysis

DOI

10.1002/adsc.201500866

EISSN

1615-4169

ISSN

1615-4150

Publication Date

November 16, 2015

Volume

357

Issue

16-17

Start / End Page

3703 / 3706

Related Subject Headings

  • Organic Chemistry
  • 3405 Organic chemistry
  • 0904 Chemical Engineering
  • 0305 Organic Chemistry
  • 0302 Inorganic Chemistry
 

Citation

APA
Chicago
ICMJE
MLA
NLM
Timmerman, J. C., & Widenhoefer, R. A. (2015). Gold-Catalyzed Intermolecular anti-Markovnikov Hydroamination of Methylenecyclopropanes with 2-Pyridones. Advanced Synthesis and Catalysis, 357(16–17), 3703–3706. https://doi.org/10.1002/adsc.201500866
Timmerman, J. C., and R. A. Widenhoefer. “Gold-Catalyzed Intermolecular anti-Markovnikov Hydroamination of Methylenecyclopropanes with 2-Pyridones.” Advanced Synthesis and Catalysis 357, no. 16–17 (November 16, 2015): 3703–6. https://doi.org/10.1002/adsc.201500866.
Timmerman JC, Widenhoefer RA. Gold-Catalyzed Intermolecular anti-Markovnikov Hydroamination of Methylenecyclopropanes with 2-Pyridones. Advanced Synthesis and Catalysis. 2015 Nov 16;357(16–17):3703–6.
Timmerman, J. C., and R. A. Widenhoefer. “Gold-Catalyzed Intermolecular anti-Markovnikov Hydroamination of Methylenecyclopropanes with 2-Pyridones.” Advanced Synthesis and Catalysis, vol. 357, no. 16–17, Nov. 2015, pp. 3703–06. Scopus, doi:10.1002/adsc.201500866.
Timmerman JC, Widenhoefer RA. Gold-Catalyzed Intermolecular anti-Markovnikov Hydroamination of Methylenecyclopropanes with 2-Pyridones. Advanced Synthesis and Catalysis. 2015 Nov 16;357(16–17):3703–3706.
Journal cover image

Published In

Advanced Synthesis and Catalysis

DOI

10.1002/adsc.201500866

EISSN

1615-4169

ISSN

1615-4150

Publication Date

November 16, 2015

Volume

357

Issue

16-17

Start / End Page

3703 / 3706

Related Subject Headings

  • Organic Chemistry
  • 3405 Organic chemistry
  • 0904 Chemical Engineering
  • 0305 Organic Chemistry
  • 0302 Inorganic Chemistry