Neighboring group participation in the additions of iodonium and bromonium ions to N-alkoxycarbonyl-2-azabicyclo[2.2.n]alk-5-enes (n = 1,2).

Neighboring group participation in the additions of iodonium and bromonium ions to N-alkoxycarbonyl-2-azabicyclo[2.2.n]alk-5-enes (n = 1,2). Research Abstract Details 

Research Abstract Table of Contents

Jump to the:

Neighboring group participation in the additions of iodonium and bromonium ions to N-alkoxycarbonyl-2-azabicyclo[2.2.n]alk-5-enes (n = 1,2). Abstract Text:

Additions of iodonium-X reagents to N-alkoxycarbonyl-2-azabicyclo[2.2.1]hept-5-enes and the homologous 2-azabicyclo[2.2.2]oct-5-enes have been found to mirror the outcomes of additions of bromonium-X reagents. Only rearranged products were observed for reactions of either of these halonium ion reagents with the azabicylo[2.2.1]hept-5-enes. For the azabicyclo[2.2.2]oct-5-enes, nitrogen participation in addition of IOH or BrOH was dependent on the N-alkoxycarbonyl group. With larger N-Boc, N-Cbz, or N-Troc protecting groups, unrearranged 5-anti-hydroxy-6-syn-I(or Br)-2-azabicyclo[2.2.2]octanes were formed by nucleophilic attack at C(5) on syn-halonium ions. The structure of N-methyl-8-anti-bromo-4-anti-hydroxy-2-azabicyclo[3.2.1]octane has been reassigned by X-ray analysis.

Neighboring group participation in the additions of iodonium and bromonium ions to N-alkoxycarbonyl-2-azabicyclo[2.2.n]alk-5-enes (n = 1,2). Publishing Authors By Initials

For similar organic chemicals: onium compounds research abstracts see: organic chemicals: onium compounds research

PUBMED ID PMID:

MEDLINE DATE:

Neighboring group participation in the additions of iodonium and bromonium ions to N-alkoxycarbonyl-2-azabicyclo[2.2.n]alk-5-enes (n = 1,2). Journal Published:

PUBLICATION TYPE: Research Support, U.S. Gov't,

Journal: The Journal of organic chemistry

VOLUME: 73

Page Numbers: 2114-21

Journal Abbreviation: J. Org. Chem.

ISSN: 0022-3263

DAY: 22

MONTH: 02

YEAR: 2008

Neighboring group participation in the additions of iodonium and bromonium ions to N-alkoxycarbonyl-2-azabicyclo[2.2.n]alk-5-enes (n = 1,2). Information

Number of References:

LANGUAGE: eng

NlmUniqueID: 2985193

Neighboring group participation in the additions of iodonium and bromonium ions to N-alkoxycarbonyl-2-azabicyclo[2.2.n]alk-5-enes (n = 1,2). Keywords Mesh Terms:

KEYWORDS: Onium Compounds

MESH TERMS: chemistry

Chemical & Substance for Abstract: Neighboring group participation in the additions of iodonium and bromonium ions to N-alkoxycarbonyl-2-azabicyclo[2.2.n]alk-5-enes (n = 1,2). Information

Substance Name: Onium Compounds

Registry Number: 0

Grant and Affiliation Information for Neighboring group participation in the additions of iodonium and bromonium ions to N-alkoxycarbonyl-2-azabicyclo[2.2.n]alk-5-enes (n = 1,2).

AFFILIATION: Department of Chemistry, Temple University, Philadelphia, Pennsylvania 19122, USA. grantkrow@aol.com

Country: United States

AGENCY:

GRANT:

ACRONYM:

MEDLINETA: J Org Chem

REFSOURCE:

DATABASENAME:

ACCESSION NUMBER:

Number Hits: 0

Neighboring group participation in the additions of iodonium and bromonium ions to N-alkoxycarbonyl-2-azabicyclo22nalk-5-enes n = 1,2 Related Publications

• A Na+ channel mutation linked to hypokalemic periodic paralysis exposes a proton-selective gating pore.
• Amino acid residues affecting drug pump function in Candida albicans--C. albicans drug pump function.
• Analogical reasoning in working memory: resources shared among relational integration, interference resolution, and maintenance.
• Aneurysmal bone cyst of the paediatric shoulder girdle: a case series and literature review.
• Benefits and risks of clopidogrel pretreatment before coronary artery bypass grafting in patients with ST-elevation myocardial infarction treated with fibrinolytics in CLARITY-TIMI 28.
• Characterization of three classes of membrane proteins involved in fungal azole resistance by functional hyperexpression in Saccharomyces cerevisiae.
• Cognitive errors, anxiety sensitivity, and anxiety control beliefs: their unique and specific associations with childhood anxiety symptoms.
• Cortical mapping of genotype-phenotype relationships in schizophrenia.
• Current trends in computational inference from mass spectrometry-based proteomics.
• Differences in tropism and pH dependence for glycoproteins from the Clade B1 arenaviruses: implications for receptor usage and pathogenicity.
• First recanalization of a coronary artery chronic total obstruction in an 11-year-old child with Kawasaki disease sequelae using the CROSSER catheter.
• Frances Ashcroft: 2007 Walter B. Cannon physiology in perspective lecture.
• Gender differences in aspirin use among adults with coronary heart disease in the United States.
• Heterozygosity and functional allelic variation in the Candida albicans efflux pump genes CDR1 and CDR2.
• Importance of intensive lipid lowering in acute coronary syndrome and percutaneous coronary intervention.
• Inhibition of platelet aggregation by AZD6140, a reversible oral P2Y12 receptor antagonist, compared with clopidogrel in patients with acute coronary syndromes.
• Lipid-independent Pleiotropic Effects of Statins in the Management of Acute Coronary Syndromes.
• Maintenance of AV synchrony in a small child utilizing two pacemakers and the triggered VVT mode: triggered pacing in small children.
• Mineral Trioxide Aggregate but not Light-cure Mineral Trioxide Aggregate Stimulated Mineralization.
• Predisaster trait anxiety and negative affect predict posttraumatic stress in youths after hurricane Katrina.
• Preliminary findings for two new measures of social and role functioning in the prodromal phase of schizophrenia.
• Promoter choice for retroviral vectors: transcriptional strength versus trans-activation potential.
• Restoring federal commitment to basic nuclear medicine research.
• Rimonabant: the role of endocannabinoid type 1 receptor antagonism in modulating the weight and lipid profile of obese patients.
• Self-report of attenuated psychotic experiences in a college population.
• Senate appropriators restore funding for basic nuclear medicine research at DOE.
• Specific developmental disruption of disrupted-in-schizophrenia-1 function results in schizophrenia-related phenotypes in mice.
• The association of race and ethnicity with disease expression in male US veterans with rheumatoid arthritis.
• The course of neurocognition and social functioning in individuals at ultra high risk for psychosis.
• The relationship between performance and fMRI signal during working memory in patients with schizophrenia, unaffected co-twins, and control subjects.