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Volumn 132, Issue 49, 2010, Pages 17511-17515

Efficient carboazidation of alkenes using a radical desulfonylative azide transfer process

Author keywords

[No Author keywords available]

Indexed keywords

ALKYL RADICALS; ATOM ECONOMY; AZIDO GROUP; CARBOAZIDATION; FORMAL SYNTHESIS; GOOD YIELD; RADICAL INITIATORS; SIDE PRODUCTS; SULFONYL AZIDES; TERMINAL ALKENES; TRANSFER PROCESS; TRANSFER REACTION;

EID: 78650132515     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja1068036     Document Type: Article
Times cited : (121)

References (42)
  • 16
    • 84891726754 scopus 로고    scopus 로고
    • Di- tert -butyldiazene is a stable radical initiator that efficiently gives tert -butyl radicals upon irradiation with a sun lamp (see the Supporting Information for UV absoption spectra). It is commercially available from Sigma-Aldrich
    • Di- tert -butyldiazene is a stable radical initiator that efficiently gives tert -butyl radicals upon irradiation with a sun lamp (see the Supporting Information for UV absoption spectra). It is commercially available from Sigma-Aldrich.
  • 17
    • 84891729833 scopus 로고    scopus 로고
    • The reaction led to the allylated product via an iodine atom transfer process followed by a rapid Peterson olefination process
    • The reaction led to the allylated product via an iodine atom transfer process followed by a rapid Peterson olefination process.
  • 19
    • 84891731900 scopus 로고    scopus 로고
    • Radicals involving 2-ethoxythiocarbonylthiyl Weinreb amides have been reported
    • Radicals involving 2-ethoxythiocarbonylthiyl Weinreb amides have been reported.
  • 22
    • 84891725812 scopus 로고    scopus 로고
    • For safety reasons, this azide was not purified; the crude solution in benzene was directly used for the carboazidation reactions
    • For safety reasons, this azide was not purified; the crude solution in benzene was directly used for the carboazidation reactions.
  • 39
    • 84891728850 scopus 로고    scopus 로고
    • No effort to optimize the diastereoselectivity of the reductive amination was made. However, a higher diastereoselectivty (9:1 cis/trans) was obtained for a very closely related system when the hydrogenation was performed with Raney nickel as a catalyst
    • No effort to optimize the diastereoselectivity of the reductive amination was made. However, a higher diastereoselectivty (9:1 cis/trans) was obtained for a very closely related system when the hydrogenation was performed with Raney nickel as a catalyst.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.