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Volumn 8, Issue 15, 2006, Pages 3331-3334

N-propargylamides via the asymmetric Michael addition of B-alkynyl-10-TMS-9-borabicyclo[3.3.2]decanes to N-acylimines

Author keywords

[No Author keywords available]

Indexed keywords

ALKYNE; AMIDE; BORON DERIVATIVE; EPHEDRINE; IMINE;

EID: 33746919926     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0611595     Document Type: Article
Times cited : (39)

References (61)
  • 20
    • 30944455322 scopus 로고    scopus 로고
    • Paper ORGN 933. During the preparation of the present manuscript, a similar process with alkynylboronates derived from 3,3′-disubstituted binaphthols was reported: Wu, T. R.; Chong, J. M. Org. Lett. 2006, 8, 15.
    • (2006) Org. Lett. , vol.8 , pp. 15
    • Wu, T.R.1    Chong, J.M.2
  • 45
    • 0001431063 scopus 로고    scopus 로고
    • Brown, H. C.; Kabalka, G. W.; Rathke, M. W.; Rogić, M. M. 1968, 90, 4165
    • (b) Brown, H. C.; Kabalka, G. W.; Rathke, M. W.; Rogić, M. M. 1968, 90, 4165.
  • 58
    • 33746929320 scopus 로고    scopus 로고
    • note
    • All N-acyl (carbamoyl) imines were synthesized with the Würthwein method without further purification immediately prior to the addition to 1.
  • 59
    • 33746898874 scopus 로고    scopus 로고
    • note
    • Use of 1.0 equiv of 2 in these processes provides 5 with similar selectivities and reaction yields but with significantly longer reaction times (ca. 1 week, 25 °C).
  • 60
    • 33746876945 scopus 로고    scopus 로고
    • note
    • These intermolecular interactions are apparent from the crystallographic data included in the Supporting Information.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.