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Volumn 68, Issue 4, 2003, Pages 1376-1385

Efficient construction of the bicyclo[5.3.0]decenone skeleton based on the Rh(I)-catalyzed allenic Pauson-Khand reaction

Author keywords

[No Author keywords available]

Indexed keywords

PAUSON-KHAND REACTION (PKR);

EID: 0037458984     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo020649h     Document Type: Article
Times cited : (87)

References (63)
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    • Schore, N.E.1
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    • Trost, B. M., Ed.; Pergamon: Oxford
    • (d) Schore, N. E. In Comprehensive Organic Synthesis; Trost, B. M., Ed.; Pergamon: Oxford, 1991; Vol. 5, pp 1037-1064.
    • (1991) Comprehensive Organic Synthesis , vol.5 , pp. 1037-1064
    • Schore, N.E.1
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    • Abel, E. W., Stone, F. G. A., Wilkinson, G., Eds.; Elsevier: New York
    • (e) Schore, N. E. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson, G., Eds.; Elsevier: New York, 1995; Vol. 12, pp 703-739.
    • (1995) Comprehensive Organometallic Chemistry II , vol.12 , pp. 703-739
    • Schore, N.E.1
  • 7
    • 0000213863 scopus 로고    scopus 로고
    • Beller, H., Bolm, C., Eds; Wiley-VCH: Weinheim, Germany
    • (g) Jeong, N. In Transition Metals in Organic Synthesis; Beller, H., Bolm, C., Eds; Wiley-VCH: Weinheim, Germany, 1998; Vol. 1, pp 560-577.
    • (1998) Transition Metals in Organic Synthesis , vol.1 , pp. 560-577
    • Jeong, N.1
  • 20
    • 0030818489 scopus 로고    scopus 로고
    • Zr-Mediated PKR for the preparation of medium-sized rings with an aromatic ring was also reported. Barluenga, J.; Sanz, R.; Fañanás, F. J. Chem. Eur. J. 1997, 3, 1324-1336.
    • (1997) Chem. Eur. J. , vol.3 , pp. 1324-1336
    • Barluenga, J.1    Sanz, R.2    Fañanás, F.J.3
  • 35
    • 0013378252 scopus 로고    scopus 로고
    • note
    • For Zr-mediated PKR of allenynes, see refs 10b, 10c and 10g.
  • 54
    • 0013325422 scopus 로고    scopus 로고
    • note
    • 2-catalyzed PKR of an allenyne leading to formation of the bicyclo[4.3.0]nona-1,6-dien-8-one derivative in 61% yield was reported. See ref 21b.
  • 55
    • 0013419201 scopus 로고    scopus 로고
    • note
    • Rh-catalyzed PKR of the sulfoxide 11 was examined under conditions A and B; however, no reaction took place and the starting sulfoxide was completely recovered intact.
  • 57
    • 0013324929 scopus 로고    scopus 로고
    • note
    • 13 were improved. In particular, we reported that cyclization of 17a under conditions B gave 18a in 7% yield along with recovered starting material (45%). It was ultimately found that the low reactivity of 17a, observed under conditions B, was due to contamination by impurities. Thus, the purified 17a produced 18a under conditions B in 74% yield (entry 5).
  • 58
    • 0013425699 scopus 로고    scopus 로고
    • note
    • 14
  • 59
    • 0013373039 scopus 로고    scopus 로고
    • note
    • 13 were improved.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.