Journal article
Trifluoroacetyl-activated nitrogen-nitrogen bond cleavage of hydrazines by samarium(II) iodide
Organic letters, Vol.6(4), pp.637-640
02/19/2004
DOI: 10.1021/ol036480r
PMID: 14961642
Abstract
[reaction: see text] Trifluoroacetyl derivatives of hydrazines undergo clean and efficient reductive cleavage of the N-N bond with SmI(2) in the presence of MeOH. After N-trifluoroacetylation, acyl-, aryl-, and alkyl-substituted hydrazines are reductively cleaved by this method to afford trifluoroacetamides in yields ranging from 70 to 96%. These conditions accommodate alkene functionality, avoid racemization, and furnish chiral amines bearing a readily removable TFA protecting group.
Details
- Title: Subtitle
- Trifluoroacetyl-activated nitrogen-nitrogen bond cleavage of hydrazines by samarium(II) iodide
- Creators
- Hui Ding - Department of Chemistry, University of Vermont, Burlington, Vermont 05405, USAGregory K Friestad
- Resource Type
- Journal article
- Publication Details
- Organic letters, Vol.6(4), pp.637-640
- Publisher
- United States
- DOI
- 10.1021/ol036480r
- PMID
- 14961642
- ISSN
- 1523-7060
- eISSN
- 1523-7052
- Grant note
- R01-GM67187 / NIGMS NIH HHS
- Language
- English
- Date published
- 02/19/2004
- Academic Unit
- Chemistry
- Record Identifier
- 9983985964202771
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