Journal article
Grignard reagents: alkoxide-directed iodine-magnesium exchange at sp3 centers
Organic letters, v 9(22), pp 4507-4509
25 Oct 2007
PMID: 17918855
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Abstract
Sequential addition of i-PrMgCl and BuLi to sp3 hybridized iodoalcohols triggers a facile iodine-metal exchange. Intercepting the resulting cyclic Grignard reagents with a slight excess of an electrophile leads to a diverse range of substituted alcohols. The iodine-magnesium exchange strategy is effective with 3-carbon iodoalcohols bearing alkyl substitutents on the carbinol or adjacent carbons and with the chain-extended homolog 4-iodobutan-1-ol.
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Details
- Title
- Grignard reagents: alkoxide-directed iodine-magnesium exchange at sp3 centers
- Creators
- Fraser F Fleming - Duquesne UniversitySubrahmanyam Gudipati - Duquesne UniversityViet Anh Vu - Duquesne UniversityRobert J Mycka - Duquesne UniversityPaul Knochel - Duquesne University
- Publication Details
- Organic letters, v 9(22), pp 4507-4509
- Publisher
- American Chemical Society; Washington, DC
- Resource Type
- Journal article
- Language
- English
- Academic Unit
- Chemistry
- Web of Science ID
- WOS:000250302000027
- Scopus ID
- 2-s2.0-35949004350
- Other Identifier
- 991020898395604721
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- Collaboration types
- Domestic collaboration
- International collaboration
- Web of Science research areas
- Chemistry, Organic