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Accepted (AM)Open Access (License Unspecified), Open
Journal article
Direct Conversion of Aldehydes and Ketones to Allylic Halides by a NbX(5-)[3,3] Rearrangement
Synlett, v 2009(7), pp 1077-1080
2009
PMID: 20046989
Featured in Collection : UN Sustainable Development Goals @ Drexel
Abstract
Sequential addition of vinylmagnesium bromide and NbCl(5), or NbBr(5), to a series of aldehydes and ketones directly provides homologated, allylic halides. Transposition of the intermediate vinyl alkoxide is envisaged through a metalla-halo-[3,3] rearrangement with concomitant delivery of the halogen to the terminal carbon. The [3,3] rearrangement is equally effective for the conversion of a propargyllic alcohol to the corresponding allenyl bromide.
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Details
- Title
- Direct Conversion of Aldehydes and Ketones to Allylic Halides by a NbX(5-)[3,3] Rearrangement
- Creators
- Fraser F Fleming - Duquesne UniversityP C RavikumarLihua Yao
- Publication Details
- Synlett, v 2009(7), pp 1077-1080
- Publisher
- Thieme
- Grant note
- R15 AI051352 / NIAID NIH HHS R15 AI051352-03 / NIAID NIH HHS
- Resource Type
- Journal article
- Language
- English
- Academic Unit
- Chemistry
- Web of Science ID
- WOS:000266211600011
- Scopus ID
- 2-s2.0-67649380764
- Other Identifier
- 991020898497304721
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Data related to this publication, from InCites Benchmarking & Analytics tool:
- Web of Science research areas
- Chemistry, Organic