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Volumn , Issue 2, 2005, Pages 304-308

Asymmetric synthesis of 1,2-amino alcohols using tert-butanesulfinimines as chiral auxiliary

Author keywords

Amino alcohol; Enantioselective synthesis; Grignard reagents; Nucleophilic addition; tert butanesulfinimine

Indexed keywords

AMINOALCOHOL; BUTANE; MAGNESIUM CHLORIDE; NATURAL PRODUCT; SULFINIC ACID DERIVATIVE;

EID: 13844270575     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2004-836070     Document Type: Article
Times cited : (10)

References (54)
  • 49
    • 13844289537 scopus 로고    scopus 로고
    • note
    • Experimental Procedure for Preparation of [(Dimethylphenylsilyl)methyl] Magnesium Chloride (1): Under an argon atmosphere, a suspension of magnesium turnings (0.14 g, 5.83 mmol) in refluxing THF (2 mL) was activated by addition of catalytic amounts of 1,2-dibromoethane. Then, (chloromethyl) dimethylphenylsilane (902.1 μL, 5 mmol) was added at such a rate as to maintain a gentle reflux. After the addition was complete, the solution became transparent and grayish. To this solution, additional THF was added to adjust the concentration to be 0.5 M or 1.0 M and the mixture was refluxed for 2 h to give THF solutions of 1. The concentration of THF solution of 1 was determined by the method of Orgura et al.23
  • 50
    • 13844259616 scopus 로고    scopus 로고
    • note
    • 29NOSSi: 359.1739. Found: 359.1742.
  • 51
    • 13844294627 scopus 로고    scopus 로고
    • note
    • R(minor) = 16.15 min, (major) = 20.22 min.
  • 52
    • 13844278493 scopus 로고    scopus 로고
    • note
    • 3): δ = 28.280, 57.079, 66, 688, 79.902, 126.525, 127.632, 128.686, 139.621, 156.016.
  • 53
    • 13844294629 scopus 로고    scopus 로고
    • note
    • R, R) in analogy with 3a.19 The absolute stereochemistry of 3a-f and amino alcohols 6a-f were determined by comparisons with known compounds.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.