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Volumn 23, Issue 47, 1982, Pages 4887-4890

Carbonyl participation in the reaction of N-acyl-2-isopropenylpyrrolidines with halogen electrophiles. Stereocontrolled preparation of enantiomerically pure synthons for the synthesis of pumiliotoxin A alkaloids.

Author keywords

[No Author keywords available]

Indexed keywords

PYRROLIDINE DERIVATIVE;

EID: 0020396094     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)85739-1     Document Type: Article
Times cited : (41)

References (20)
  • 6
    • 84918357267 scopus 로고    scopus 로고
    • For an independent investigation of the halocyclization of acyclic allylic carbamates, see Parker, K.A.; O'Fee, P.P. manuscript submitted for publication.
  • 10
    • 84918357266 scopus 로고    scopus 로고
    • 3CN), 58:42 (EtOAc), 59:41 (THF), 65:35 (hexane).
  • 12
    • 84918357265 scopus 로고    scopus 로고
    • 1H NMR).
  • 13
    • 84918357264 scopus 로고    scopus 로고
    • 3), and mass spectra which were fully in accord with their assigned structures.
  • 14
    • 84918357263 scopus 로고    scopus 로고
    • This reaction was first conducted by Dr. Kenward Vaughan.
  • 15
    • 84918357262 scopus 로고    scopus 로고
    • 5,11 101–102°C; prepared from N-benzoyl L-proline in a fashion similar to 4.
  • 16
    • 84918357261 scopus 로고    scopus 로고
    • Direct epoxidation of 12 with m-chloroperbenzoic acid was nonstereoselective.
  • 17
    • 84918357260 scopus 로고    scopus 로고
    • 3N, 25°C; BuLi, THF, 25°C.
  • 18
    • 84918357259 scopus 로고    scopus 로고
    • The lower stereoselectivity observed with 12 may reflect competing bromohydrin formation by a nonstereoselective reaction which does not involve carbonyl participation.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.