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Volumn 71, Issue 20, 2006, Pages 7813-7825

Rhenium-catalyzed 1,3-isomerization of allylic alcohols: Scope and chirality transfer

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSIS; ISOMERIZATION; RHENIUM COMPOUNDS; STEREOCHEMISTRY; SUBSTITUTION REACTIONS; SYNTHESIS (CHEMICAL);

EID: 33749139719     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo061436l     Document Type: Article
Times cited : (68)

References (85)
  • 1
    • 84971058920 scopus 로고
    • (a) Claisen, B. Chem. Ber. 1912, 45, 3157-3166.
    • (1912) Chem. Ber. , vol.45 , pp. 3157-3166
    • Claisen, B.1
  • 10
    • 33845471185 scopus 로고
    • (h) Lutz, R. P. Chem. Rev. 1984, 84, 205-247.
    • (1984) Chem. Rev. , vol.84 , pp. 205-247
    • Lutz, R.P.1
  • 75
    • 0000871214 scopus 로고
    • Patai, S., Rappoport, Z., Eds.; John Wiley and Sons: New York, Chapter 12
    • Bassindale, A. R.; Taylor, P. G. In The Chemistry of Organosilicon Compounds; Patai, S., Rappoport, Z., Eds.; John Wiley and Sons: New York, 1989; Chapter 12, Part 1, p 809-838.
    • (1989) The Chemistry of Organosilicon Compounds , Issue.1 PART , pp. 809-838
    • Bassindale, A.R.1    Taylor, P.G.2
  • 83
    • 33749145500 scopus 로고    scopus 로고
    • note
    • As pointed out in ref 33a, if the rate of collapse of the ion pair within a solvent cage is faster than the rate of bond rotation in the allylic cation, chirality transfer will be observed just as in the case of the cyclic transition structure. Therefore, a mechanism involving an extremely short-lived ion pair intermediate cannot be ruled out.
  • 85
    • 33749149320 scopus 로고    scopus 로고
    • note
    • BSA was distilled by a short path at 70°C/35 mmHg prior to use.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.