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Volumn 59, Issue 6, 2003, Pages 767-772

Diastereoselective synthesis of β-substituted α-hydroxyphosphinates through hydrophosphinylation of α-heteroatom-substituted aldehydes

Author keywords

Diastereoselection; Phosphinic acids and derivatives

Indexed keywords

ALDEHYDE DERIVATIVE; ALPHA HYDROXYPHOSPHINATE; CHEMICAL COMPOUND; LITHIUM PHENOXIDE; UNCLASSIFIED DRUG;

EID: 0037415473     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(02)01629-0     Document Type: Article
Times cited : (31)

References (29)
  • 12
    • 0033536681 scopus 로고    scopus 로고
    • For a catalytic asymmetric hydrophosphinylation of prochiral aldehydes
    • (d) . For a catalytic asymmetric hydrophosphinylation of prochiral aldehydes, see: Yamagishi T., Suemune K., Yokomatsu T., Shibuya S. Tetrahedron. 55:1999;12125.
    • (1999) Tetrahedron , vol.55 , pp. 12125
    • Yamagishi, T.1    Suemune, K.2    Yokomatsu, T.3    Shibuya, S.4
  • 22
    • 0012763352 scopus 로고    scopus 로고
    • The stereochemistry of phosphinate group in 3a,c and 4c has remained undetermined
    • The stereochemistry of phosphinate group in 3a,c and 4c has remained undetermined.
  • 24
    • 0028579682 scopus 로고
    • 4 proceeded with high syn-diastereoselectivity via chelation transition state. See:
    • 4 proceeded with high syn-diastereoselectivity via chelation transition state. See: Yokomatsu T., Yoshida Y., Shibuya S. J. Org. Chem. 59:1994;7930.
    • (1994) J. Org. Chem. , vol.59 , pp. 7930
    • Yokomatsu, T.1    Yoshida, Y.2    Shibuya, S.3
  • 27
    • 0030561355 scopus 로고    scopus 로고
    • The related hydrophosphonylation of α-silyloxy aldehydes with silylphosphite showed high syn-selectivity. See:
    • (a). The related hydrophosphonylation of α-silyloxy aldehydes with silylphosphite showed high syn-selectivity. See: Bongini A., Panunzio M., Bandini E., Martelli G., Spunta G. Synlett. 1995;461 (b) Bandini E., Martelli G., Spunta G., Panunzio M. Tetrahedron: Asymmetry. 6:1995;2127
    • (1996) Tetrahedron: Asymmetry , vol.7 , pp. 3485
    • Bongini, A.1    Camerini, R.2    Panunzio, M.3    Bandini, E.4    Martelli, G.5    Spunta, G.6
  • 29
    • 0012876562 scopus 로고    scopus 로고
    • 3N (400 mol%) were examined, the diastereoselectivity were analogous to those of PhOLi-catalyzed reactions (33% yield, syn/anti=23:77 for 5a; 81% yield, syn/anti=36:64 for 5b)
    • 3N (400 mol%) were examined, the diastereoselectivity were analogous to those of PhOLi-catalyzed reactions (33% yield, syn/anti=23:77 for 5a; 81% yield, syn/anti=36:64 for 5b).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.