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Volumn 74, Issue 24, 2009, Pages 9452-9459

Diastereoselective control through hydrogen bonding in the aziridination of the chiral allylic alcohols by acetoxyaminoquinazolinone

Author keywords

[No Author keywords available]

Indexed keywords

ALLYLIC ALCOHOL; AZIRIDINATION; CARBONYL GROUPS; CHEMICAL EQUATIONS; DIASTEREO-SELECTIVITY; DIASTEREOSELECTIVE; HYDROGEN BONDINGS;

EID: 73149092551     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo902092s     Document Type: Article
Times cited : (20)

References (50)
  • 35
    • 73149094382 scopus 로고    scopus 로고
    • Atkinson found that decomposition of in situ generated QNHOAc 2 was retarded by the removal of acetic acid, a byproduct both in acetoxylation of the 3-aminoquinazolinone 1 with lead tetraacetate (LTA) and in the aziridination of alkenes by QNHOAc 2, and thus, in the presence of HMDS scavenging AcOH, the yields of aziridines from reaction of Q-NHOAc 2 and alkenes were improved, especially for otherwise less reactive alkenes.
    • (a) Atkinson found that decomposition of in situ generated QNHOAc 2 was retarded by the removal of acetic acid, a byproduct both in acetoxylation of the 3-aminoquinazolinone 1 with lead tetraacetate (LTA) and in the aziridination of alkenes by QNHOAc 2, and thus, in the presence of HMDS scavenging AcOH, the yields of aziridines from reaction of Q-NHOAc 2 and alkenes were improved, especially for otherwise less reactive alkenes.
  • 48


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.