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Volumn 129, Issue 6, 2007, Pages 1492-1493

Rhodium-catalyzed asymmetric cyclodimerization of oxa- and azabicyclic alkenes

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; BICYCLO COMPOUND; FURAN DERIVATIVE; NAPHTHALENE DERIVATIVE; NORBORNADIENE DERIVATIVE; OXABENZONORBORNADIENE; PYRROLIDINE DERIVATIVE; RHODIUM COMPLEX; TETRAHYDROFURAN DERIVATIVE; UNCLASSIFIED DRUG;

EID: 33846991980     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja068488c     Document Type: Article
Times cited : (51)

References (35)
  • 13
    • 0001006094 scopus 로고    scopus 로고
    • Pd-catalyzed deoxygenative dimerization of oxabicyclic alkenes: Shih, H.-T.; Shih, H.-H.; Cheng, C.-H. Org. Lett. 2001, 3, 811.
    • Pd-catalyzed deoxygenative dimerization of oxabicyclic alkenes: Shih, H.-T.; Shih, H.-H.; Cheng, C.-H. Org. Lett. 2001, 3, 811.
  • 16
    • 0037042235 scopus 로고    scopus 로고
    • Binap = 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl. Hayashi, T.; Takahashi, M.; Takaya, Y.; Ogasawara, M. J. Am. Chem. Soc. 2002, 124, 5052.
    • Binap = 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl. Hayashi, T.; Takahashi, M.; Takaya, Y.; Ogasawara, M. J. Am. Chem. Soc. 2002, 124, 5052.
  • 19
    • 33846958570 scopus 로고    scopus 로고
    • The Flack parameter is 0.035(13) with this absolute configuration. See Supporting Information.
    • The Flack parameter is 0.035(13) with this absolute configuration. See Supporting Information.
  • 20
    • 33645940266 scopus 로고    scopus 로고
    • For an example of rhodium-catalyzed asymmetric [2 + 2] cycloaddition, see: Shibata, T.; Takami, K.; Kawachi, A. Org. Lett. 2006, 8, 1343 and references therein.
    • For an example of rhodium-catalyzed asymmetric [2 + 2] cycloaddition, see: Shibata, T.; Takami, K.; Kawachi, A. Org. Lett. 2006, 8, 1343 and references therein.
  • 21
    • 33846958228 scopus 로고    scopus 로고
    • This type of β-oxygen elimination has been reported in the nickel-catalyzed cyclization ref 3
    • This type of β-oxygen elimination has been reported in the nickel-catalyzed cyclization (ref 3).
  • 22
    • 0025210724 scopus 로고    scopus 로고
    • A carbon-oxygen bond formation on the rhodium center is quite rare. Bernard, K. A.; Churchill, M. R.; Janik, T. S.; Atwood, J. D. Organometallics 1990, 9, 12.
    • A carbon-oxygen bond formation on the rhodium center is quite rare. Bernard, K. A.; Churchill, M. R.; Janik, T. S.; Atwood, J. D. Organometallics 1990, 9, 12.
  • 24
    • 33846956970 scopus 로고    scopus 로고
    • The products formed via meso-type or endo-cyclized rhodacyclopentane intermediates were not observed
    • The products formed via meso-type or endo-cyclized rhodacyclopentane intermediates were not observed.
  • 25
    • 33846959635 scopus 로고    scopus 로고
    • 1H NMR.
    • 1H NMR.
  • 26
    • 33847001082 scopus 로고    scopus 로고
    • A plausible reaction pathway for the formation of these products is shown in Supporting Information
    • A plausible reaction pathway for the formation of these products is shown in Supporting Information.
  • 31
    • 33846980299 scopus 로고    scopus 로고
    • The structure of 8e including its absolute configuration was determined by X-ray analysis. See Supporting Information.
    • The structure of 8e including its absolute configuration was determined by X-ray analysis. See Supporting Information.
  • 32
    • 33846955957 scopus 로고    scopus 로고
    • The cross-cyclodimerization was not observed with 4-octyne or diphenylacetylene
    • The cross-cyclodimerization was not observed with 4-octyne or diphenylacetylene.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.