메뉴 건너뛰기




Volumn , Issue 15, 2001, Pages 2971-2976

An efficient diastereoselective reduction of α-alkyl-β-keto carbonitriles with TiCl4/BH3 or LiBH4/CeCl3 to syn- or anti-α-alkyl-β-hydroxy carbonitriles

Author keywords

Asymmetric synthesis; Cyanides; Lewis acids; Reductions

Indexed keywords

BORANE DERIVATIVE; CESIUM; CHLORINE DERIVATIVE; CYANIDE; DICHLOROMETHANE; LITHIUM DERIVATIVE; SOLVENT; TITANIUM DERIVATIVE;

EID: 0034890682     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/1099-0690(200108)2001:15<2971::AID-EJOC2971>3.0.CO;2-K     Document Type: Article
Times cited : (10)

References (29)
  • 23
    • 19844373956 scopus 로고    scopus 로고
    • note
    • 2 = propyl are the two coupling constants very similar; the configurational assignment was then attributed as described in the Exp. Sect.
  • 24
    • 19844362948 scopus 로고    scopus 로고
    • note
    • Partial decomposition during reduction did not affect the diastereoisomeric ratio. In fact, monitoring a reduction of 1a, the 94:6 ratio is maintained throughout the reaction by both signals of 2a and two more peaks (whose fragmentation is in agreement with amino alcohols from complete reduction). At the end of the reaction, when the chromatographic peaks of 1a disappeared, the two remaining ones still showed a 94:6 ratio.
  • 28
    • 0000421996 scopus 로고
    • Eds.: B. M. Trost, I. Fleming, Pergamon Press, Oxford
    • T. Imamoto, in Comprehensive Organic Synthesis (Eds.: B. M. Trost, I. Fleming), Pergamon Press, Oxford, 1991, vol. 1, pp 231-250.
    • (1991) Comprehensive Organic Synthesis , vol.1 , pp. 231-250
    • Imamoto, T.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.