메뉴 건너뛰기




Volumn 39, Issue 22, 1998, Pages 3749-3752

Asymmetric synthesis of α,α-disubstituted α-amino acide derivatives using MABR promoted rearrangement

Author keywords

[No Author keywords available]

Indexed keywords

ALPHA AMINO ACID; ALUMINUM DERIVATIVE; AMINO ACID DERIVATIVE; BROMINE DERIVATIVE; EPOXIDE; OXIDE; SILANE DERIVATIVE;

EID: 0032575171     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00576-0     Document Type: Article
Times cited : (30)

References (26)
  • 2
    • 0002618911 scopus 로고
    • Hassner A., Ed.; JAI Press: London
    • (b) Williams, R. M. In Advances in asymmetric synthesis Vol. I; Hassner A., Ed.; JAI Press: London, 1995; pp. 45-94.
    • (1995) Advances in Asymmetric Synthesis , vol.1 , pp. 45-94
    • Williams, R.M.1
  • 18
    • 0010558703 scopus 로고    scopus 로고
    • note
    • 1H NMR (600 MHz) after deprotection of the silyl ethers and converting into the MTPA esters. Katsuki-Sharpless epoxidation of the corresponding allyl alcohols gave optically active products up to 90% ee.
  • 19
    • 0010555081 scopus 로고    scopus 로고
    • note
    • 11. The optical purity of β-siloxy aldehydes was reported to be completely dependent on that of the starting epoxides. see ref. 9.
  • 24
    • 0010595503 scopus 로고    scopus 로고
    • note
    • 3) (6); δ 7.34-7.37 (5H, m), 5.27 (1H, s), 5.23 (1H, d, J = 12.2 Hz), 5.18 (1H, d, J = 12.2 Hz), 3.95-4.08 (1H, m), 3.87-3.70 (1H, m), 3.20 (1H, br.s), 1.48 (3H, s), 1.42 (9H, s); δ 173.3 (s), 155.4 (s), 135.4 (s), 128.6 (d), 128.3 (d), 128.1 (d), 80.3 (s), 67.4 (t), 67.0 (t), 61.0 (s), 28.3 (q), 20.8 (q).
  • 25
    • 0010638321 scopus 로고    scopus 로고
    • note
    • 16. Optical purity of 1 and 2 was determined as follows; saponification of the methyl ester with potassium trimethylsilanolate and deprotection of the Boc group with TFA yielded free amino acids, which were directly analyzed by HPLC using ligand exchange chiral column. (condition: SUMICHIRAL OA-5000 (4.6 mm × 15 cm, Sumika Chemical Analysis Service Ltd.); mobile phase: 2 mM copper (II) sulfate in [water/isopropanol (85/15)]; flow rate: 1.0 ml/min; detector: UV 254 nm; room temperature).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.