메뉴 건너뛰기




Volumn 49, Issue 1, 2008, Pages 145-148

Ozonolysis of Morita-Baylis-Hillman adducts originated from aromatic aldehydes: an expeditious diastereoselective approach for the preparation of α,β-dihydroxy-esters

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; AROMATIC COMPOUND; ESTER DERIVATIVE;

EID: 36549015046     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2007.10.149     Document Type: Article
Times cited : (13)

References (64)
  • 1
    • 0037366617 scopus 로고    scopus 로고
    • For comprehensive reviews on the Morita-Baylis-Hillman reaction see:
    • For comprehensive reviews on the Morita-Baylis-Hillman reaction see:. Basavaiah D., Rao A.J., and Satyanarayama T. Chem. Rev. 103 (2003) 811-891
    • (2003) Chem. Rev. , vol.103 , pp. 811-891
    • Basavaiah, D.1    Rao, A.J.2    Satyanarayama, T.3
  • 2
    • 0347999750 scopus 로고    scopus 로고
    • Chem. Abstr. 2000, 132, 236562e
    • Almeida W.P., and Coelho F. Quim. Nova 23 (2000) 98-105 Chem. Abstr. 2000, 132, 236562e
    • (2000) Quim. Nova , vol.23 , pp. 98-105
    • Almeida, W.P.1    Coelho, F.2
  • 5
    • 4544278079 scopus 로고    scopus 로고
    • For some new insights about the mechanism of the Morita-Baylis-Hillman reaction see:
    • For some new insights about the mechanism of the Morita-Baylis-Hillman reaction see:. Santos L.S., Pavam C.H., Almeida W.P., Coelho F., and Eberlin M.N. Angew. Chem., Int. Ed. 43 (2004) 4330-4333
    • (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 4330-4333
    • Santos, L.S.1    Pavam, C.H.2    Almeida, W.P.3    Coelho, F.4    Eberlin, M.N.5
  • 13
    • 23744445686 scopus 로고    scopus 로고
    • For some recent examples concerning the utilization of Morita-Baylis-Hillman adduct as substrate for the synthesis of natural products and drugs, see:
    • For some recent examples concerning the utilization of Morita-Baylis-Hillman adduct as substrate for the synthesis of natural products and drugs, see:. Mateus C.R., and Coelho F. J. Braz. Chem. Soc. 16 (2005) 386-396. http://jbcs.sbq.org.br/online/2005/vol16_n3A/11-238-04.pdf
    • (2005) J. Braz. Chem. Soc. , vol.16 , pp. 386-396
    • Mateus, C.R.1    Coelho, F.2
  • 23
    • 36549074389 scopus 로고    scopus 로고
    • Cassanta, R. R. Master Thesis, Organic Chemistry Department, Chemistry Institute, Unicamp, 2001.
  • 32
    • 36549080691 scopus 로고    scopus 로고
    • Wasserman, H. H. U.S. Patent 6,369,194, April 09, 2002; Chem. Abstr. 2002, 136, 294349.
  • 35
    • 36549007268 scopus 로고    scopus 로고
    • note
    • + 231.0424; found 231.0398.
  • 36
    • 27644550057 scopus 로고    scopus 로고
    • For some recent examples which demonstrate the synthetic versatility of α-ketoesters, see:
    • For some recent examples which demonstrate the synthetic versatility of α-ketoesters, see:. Wieland L.C., Deng H.B., Snapper M.C., and Hoveyda A.H. J. Am. Chem. Soc. 127 (2005) 15435-15456
    • (2005) J. Am. Chem. Soc. , vol.127 , pp. 15435-15456
    • Wieland, L.C.1    Deng, H.B.2    Snapper, M.C.3    Hoveyda, A.H.4
  • 50
    • 0034175703 scopus 로고    scopus 로고
    • For an example of alternative functionalization of olefins in the preparation of 1,2-diols, see:
    • For an example of alternative functionalization of olefins in the preparation of 1,2-diols, see:. Sakurada I., Yamasaki S., Kanai M., and Shibasaki M. Tetrahedron Lett. 41 (2000) 2415-2418
    • (2000) Tetrahedron Lett. , vol.41 , pp. 2415-2418
    • Sakurada, I.1    Yamasaki, S.2    Kanai, M.3    Shibasaki, M.4
  • 51
    • 8744271021 scopus 로고    scopus 로고
    • and reference cited therein
    • Liao M., Yao W., and Wang J. Synthesis (2004) 2633-2636 and reference cited therein
    • (2004) Synthesis , pp. 2633-2636
    • Liao, M.1    Yao, W.2    Wang, J.3
  • 58
    • 0037134201 scopus 로고    scopus 로고
    • For some representative and recent examples of the preparation of α,β-diols esters using aldol strategy, see: and references cited therein
    • For some representative and recent examples of the preparation of α,β-diols esters using aldol strategy, see:. Yoshikawa N., Suzuki T., and Shibasaki M. J. Org. Chem. 67 (2002) 2556-2565 and references cited therein
    • (2002) J. Org. Chem. , vol.67 , pp. 2556-2565
    • Yoshikawa, N.1    Suzuki, T.2    Shibasaki, M.3
  • 61
    • 0001803662 scopus 로고
    • Reduction of C{double bond, long}N to CHNH by metal hydrides
    • For a recent review on reduction of C{double bond, long}N compounds with hydride reagents, see:. Trost B.M., and Fleming I. (Eds), Pergamon Press, New York
    • For a recent review on reduction of C{double bond, long}N compounds with hydride reagents, see:. Hutchins R.O., and Hutchins M.K. Reduction of C{double bond, long}N to CHNH by metal hydrides. In: Trost B.M., and Fleming I. (Eds). Comprehensive Organic Synthesis Vol. 8 (1991), Pergamon Press, New York
    • (1991) Comprehensive Organic Synthesis , vol.8
    • Hutchins, R.O.1    Hutchins, M.K.2
  • 64
    • 36549063255 scopus 로고    scopus 로고
    • note
    • The relative stereochemistries of diols 24, 35, and 37 were determined by comparison with data available in the literature. The corresponding 1,2-ketals of diols 36 and 38 were used for stereochemical determinations.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.