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Volumn 58, Issue 41, 2002, Pages 8263-8268

Use of boron enolates in water. The first boron enolate-mediated diastereoselective aldol reactions using catalytic boron sources

Author keywords

Aldehyde; Aldol reaction; Boron enolate; Electron withdrawing group; Surfactant; Water

Indexed keywords

ANIONIC SURFACTANT; BIS(4 TRIFLUOROMETHYLPHENYL)BORINIC ACID; BORINIC ACID DERIVATIVE; BORON DERIVATIVE; BORON ENOLATE; DICHLOROMETHANE; ETHER; SOLVENT; UNCLASSIFIED DRUG; WATER;

EID: 0037037896     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(02)00976-6     Document Type: Article
Times cited : (46)

References (43)
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    • Akiyama et al. have also developed surfactant-aided Brønsted acid-catalyzed reactions in water: (a) Akiyama T., Takaya J., Kagoshima H. Synlett. 1999;1426-1428 (b) Akiyama T., Takaya J., Kagoshima H. Tetrahedron Lett. 40:1999;7831-7834 (c) Akiyama T., Takaya J., Kagoshima H. Tetrahedron Lett. 42:2001;4025-4028.
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    • Akiyama, T.1    Takaya, J.2    Kagoshima, H.3
  • 28
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    • 2BOH was used for the generation of a boron enolate from ethoxyacetylene: Murakami M., Mukaiyama T. Chem. Lett. 1982;241-244.
    • (1982) Chem. Lett. , pp. 241-244
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  • 30
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  • 31
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    • Diarylborinic acids with electron-withdrawing substituents at their aryl groups are known to function as Lewis acids for Mukaiyama aldol reactions in dichloromethane: Ishihara K., Kurihara H., Yamamoto H. Synlett. 1997;597-599.
    • (1997) Synlett , pp. 597-599
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  • 37
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    • Examples of catalytic use of metals for generating metal enolates from silicon enolates in stereoselective aldol reactions were reported: Slough G.A., Bergman R.G., Heathcock C.H. J. Am. Chem. Soc. 111:1989;938-949. See also Refs. 37-39.
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  • 42
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    • Examples of generation of boron enolates from silicon enolates using stoichiometric amounts of boron sources in organic solvents were reported: Kuwajima I., Kato M., Mori A. Tetrahedron Lett. 21:1980;4291-4294. See also Ref. 42.
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    • Kuwajima, I.1    Kato, M.2    Mori, A.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.