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Volumn 49, Issue 40, 2010, Pages 7274-7276

Intermolecular addition of glycosyl halides to alkenes mediated by visible light

Author keywords

Alkenes; C glycosides; Homogeneous catalysis; Photooxidation; Ruthenium

Indexed keywords

ALKENES; C-GLYCOSIDES; CHEMICAL TRANSFORMATIONS; GLYCOSYL; HOMOGENEOUS CATALYSIS; INTERMOLECULAR ADDITIONS; REDUCTANTS; RU(BPY); VISIBLE LIGHT;

EID: 77957332454     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201004311     Document Type: Article
Times cited : (255)

References (55)
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    • This methodology has been used for enantioselective α alkylation of aldehydes; see: D. A. Nicewicz, D. W. C. MacMillan, Science 2008, 322, 77 - 80;
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    • Nicewicz, D.A.1    MacMillan, D.W.C.2
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    • Salt electrolytes were also added, but they were less effective than acid additive
    • Salt electrolytes were also added, but they were less effective than acid additive.
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    • The major competing byproduct was reductive debromination of the starting material. Hydrolysis of the glucosyl bromide was also observed in small amounts (<20%)
    • The major competing byproduct was reductive debromination of the starting material. Hydrolysis of the glucosyl bromide was also observed in small amounts (<20%).
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    • 77957331446 scopus 로고    scopus 로고
    • Alkenes that are more electron-rich than methyl acrylate were unreactive (acrylamide, ethyl vinyl ether) and led to slow reductive debromination of the starting material
    • Alkenes that are more electron-rich than methyl acrylate were unreactive (acrylamide, ethyl vinyl ether) and led to slow reductive debromination of the starting material.
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    • With M. Forbes (UNC-CH); full details will be provided in a future publication. See the Supporting Information for a typical scan
    • With M. Forbes (UNC-CH); full details will be provided in a future publication. See the Supporting Information for a typical scan.
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    • [4,4-D2]5 was shown to provide 3 only partially deuterated in the a position (20-25%), suggesting that multiple pathways for a reduction were operating (Scheme 2, box)
    • [4,4-D2]5 was shown to provide 3 only partially deuterated in the a position (20-25%), suggesting that multiple pathways for a reduction were operating (Scheme 2, box).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.