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Volumn , Issue 24, 2009, Pages 3585-3587

Asymmetric synthesis of 4H-1,3-oxazines: Enantioselective reductive cyclization of N-acylated β-amino enones with trichlorosilane catalyzed by chiral Lewis bases

Author keywords

[No Author keywords available]

Indexed keywords

4H 1,3 OXAZINE DERIVATIVE; KETONE DERIVATIVE; LEWIS BASE; N ACYLATED BETA AMINO KETONE DERIVATIVE; OXAZINE DERIVATIVE; SILANE DERIVATIVE; TRICHLOROSILANE; UNCLASSIFIED DRUG;

EID: 67650573256     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b905102c     Document Type: Article
Times cited : (61)

References (20)
  • 2
  • 10
    • 0001414748 scopus 로고
    • Kündig et al. have reported that optically active 4H-1,3-benzoxazines derived from chiral 2-(1-aminoalkyl)phenols serve as effective chiral ligands for metal catalysts, see:
    • P. M. Scola S. M. Weinreb J. Org. Chem. 1986 51 3248
    • (1986) J. Org. Chem. , vol.51 , pp. 3248
    • Scola, P.M.1    Weinreb, S.M.2
  • 13
    • 52649107590 scopus 로고    scopus 로고
    • Lewis base-catalyzed enantioselective reduction of β-amino enoates with trichlorosilane to β-amino esters has been reported. 1,2-Reduction of imines generated in situ from β-amino enoates has been postulated for the mechanism, see:
    • M. Sugiura N. Sato S. Kotani M. Nakajima Chem. Commun. 2008 4309
    • (2008) Chem. Commun. , pp. 4309
    • Sugiura, M.1    Sato, N.2    Kotani, S.3    Nakajima, M.4
  • 20
    • 67650590066 scopus 로고    scopus 로고
    • note
    • Formation of the corresponding N-acylated α-bromo-β-amino ketone followed by cyclization is assumed


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.