메뉴 건너뛰기
Organic and Biomolecular Chemistry
Volumn 10, Issue 25, 2012, Pages 4926-4932
Synthesis of the trans-hydrindane core of dictyoxetane
Author keywords

[No Author keywords available]
Indexed keywords

STEREOCHEMISTRY; STEREOSELECTIVITY;
EID: 84862232023     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/c2ob25384d     Document Type: Article
Times cited : (29)
References (70)
  • 8
    • 11944270778 scopus 로고
    • For reviews on the synthesis of cortistatin see
    • G.-D. Zhu W.-H. Okamura Chem. Rev. 1995 95 1877 1952
    • (1995) Chem. Rev. , vol.95 , pp. 1877-1952
    • Zhu, G.-D.1    Okamura, W.-H.2
  • 39
    • 0034600780 scopus 로고    scopus 로고
    • Synthetic routes to the trans-hydrindanone analogous to 1 but lacking the alcohol at C-3 have been described and applied in total synthesis
    • A. Boudier E. Hupe P. Knochel Angew. Chem., Int. Ed. 2000 39 2294 2297
    • (2000) Angew. Chem., Int. Ed. , vol.39 , pp. 2294-2297
    • Boudier, A.1    Hupe, E.2    Knochel, P.3
  • 53
    • 0003417469 scopus 로고
    • in, ed. B. M. Trost, I. Fleming and G. Pattenden, Pergamon Press, New York, 733-775
    • B. Rickborn, in Comprehensive Organic Synthesis, ed., B. M. Trost, I. Fleming, and, G. Pattenden, Pergamon Press, New York, 1991, vol. 3, pp. 733-775
    • (1991) Comprehensive Organic Synthesis , vol.3
    • Rickborn, B.1
  • 56
    • 0000458209 scopus 로고
    • references therein The (unoptimized) yield of 10 is for analytically pure material, purified by column chromatography, and reflects the difficulty in separating more significant quantities free of a close running impurity, the identity of which could not be ascertained
    • A. H. Hoveyda D. A. Evans G. C. Fu Chem. Rev. 1993 93 1307 1370
    • (1993) Chem. Rev. , vol.93 , pp. 1307-1370
    • Hoveyda, A.H.1    Evans, D.A.2    Fu, G.C.3
  • 57
    • 0025787340 scopus 로고
    • The ratio of 2 : 6 by 1H NMR of the crude reaction mixture is estimated to be approximately 28:1. In the 1H NMR, the methyl group appears slightly upfield in 2 compared to 6 (In CDCl3: δ 0.85 ppm for 2 vs. δ 1.21 ppm for 6; in C6D6: δ 0.50 ppm for 2 vs. δ 0.79 ppm for 6)
    • A. E. Decamp S. G. Mills A. T. Kawaguchi R. Desmond R. A. Reamer L. DiMichele R. P. Volante J. Org. Chem. 1991 56 3564 3571
    • (1991) J. Org. Chem. , vol.56 , pp. 3564-3571
    • Decamp, A.E.1    Mills, S.G.2    Kawaguchi, A.T.3    Desmond, R.4    Reamer, R.A.5    Dimichele, L.6    Volante, R.P.7
  • 58
    • 0345545215 scopus 로고
    • For application of cyclic phosphoranes, generated in an analogous manner, to a semipinacol rearrangement with C-C rather than C-H bond migration, see
    • D. E. Applequist P. A. Gebauer D. E. Gwynn L. H. O'Connor J. Am. Chem. Soc. 1972 94 4272 4278
    • (1972) J. Am. Chem. Soc. , vol.94 , pp. 4272-4278
    • Applequist, D.E.1    Gebauer, P.A.2    Gwynn, D.E.3    O'Connor, L.H.4

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.