메뉴 건너뛰기




Volumn 50, Issue 12, 2011, Pages 2808-2810

Double duty for cyanogen bromide in a cascade synthesis of cyanoepoxides

Author keywords

cascade reactions; cyanoepoxides; cyanogen bromide; synthetic methods

Indexed keywords

BASIC CONDITIONS; CASCADE REACTIONS; CYANOEPOXIDES; CYANOGEN BROMIDE; GOOD YIELD; ONE POT; REACTION MODES; SYNTHETIC METHODS;

EID: 79952490977     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201006966     Document Type: Article
Times cited : (21)

References (59)
  • 1
    • 79952528702 scopus 로고    scopus 로고
    • For reaction of cyanogen bromide with aryllithium reagents, see
    • For reaction of cyanogen bromide with aryllithium reagents, see
  • 9
    • 79952494011 scopus 로고    scopus 로고
    • For preparation of cyanamide from cyanogen bromide, see
    • For preparation of cyanamide from cyanogen bromide, see
  • 28
    • 79952502777 scopus 로고    scopus 로고
    • For selected samples of Zincke aldehyde formation involving cyanogen bromide, see
    • For selected samples of Zincke aldehyde formation involving cyanogen bromide, see
  • 32
    • 79952492013 scopus 로고    scopus 로고
    • For von Braun reactions, see
    • For von Braun reactions, see
  • 43
    • 79952504125 scopus 로고    scopus 로고
    • In the test experiment, the commercially available α-bromoketone 3, upon treatment with NaCN, was quantitatively converted into cyanoepoxide 2 a. For formation of epoxides via an addition/substitution process of nucleophiles with α-halo ketones, see
    • In the test experiment, the commercially available α-bromoketone 3, upon treatment with NaCN, was quantitatively converted into cyanoepoxide 2 a. For formation of epoxides via an addition/substitution process of nucleophiles with α-halo ketones, see
  • 46
    • 79952506090 scopus 로고    scopus 로고
    • A certain amount of cyclopentenyl and cyclohexenyl phenones was observed by GC-MS analysis of the crude reaction mixtures.
    • A certain amount of cyclopentenyl and cyclohexenyl phenones was observed by GC-MS analysis of the crude reaction mixtures.
  • 47
    • 79952525071 scopus 로고    scopus 로고
    • Cyanoepoxidation of ketone 1 h produced an inseparable mixture of diastereomers 2 h. See the Supporting Information for details.
    • Cyanoepoxidation of ketone 1 h produced an inseparable mixture of diastereomers 2 h. See the Supporting Information for details.
  • 48
    • 79952505875 scopus 로고    scopus 로고
    • Fully aliphatic ketones appeared to be unstable under these reaction conditions.
    • Fully aliphatic ketones appeared to be unstable under these reaction conditions.
  • 49
    • 79952503904 scopus 로고    scopus 로고
    • For selected examples on the preparation of cyanoepoxides, see
    • For selected examples on the preparation of cyanoepoxides, see
  • 55
    • 79952506970 scopus 로고    scopus 로고
    • For selected examples on using fully substituted cyanoepoxides in synthesis, see
    • For selected examples on using fully substituted cyanoepoxides in synthesis, see


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.