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Volumn 44, Issue 3, 2005, Pages 466-468

Highly enantioselective thiourea-catalyzed nitro-mannich reactions

Author keywords

Amines; Asymmetric catalysis; Diastereoselectivity; Enantioselectivity; Mannich reaction

Indexed keywords

CATALYSIS; CATALYST SELECTIVITY; CHEMICAL MODIFICATION; NITROGEN COMPOUNDS; REACTION KINETICS;

EID: 12344267138     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200461814     Document Type: Article
Times cited : (319)

References (29)
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    • note
    • The role of powdered 4-Å molecular sieves in this process has not yet been established. Use of other desiccants, including 3-Å and 5-Å molecular sieves, had a detrimental effect on rate and enantioselectivity. This raises the intriguing possibility that the 4-Å sieves may play a more direct role in the reaction mechanism.
  • 25
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    • note
    • Only aromatic imines were investigated because, as yet, no useful method exists for the synthesis of aliphatic N-Boc imine derivatives.
  • 26
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    • note
    • α-Nitrotoluene was also observed to undergo rapid reaction under these conditions, but racemic product was obtained.
  • 28
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    • note
    • Takemoto et al. have postulated a mechanism for the nitro-Mannich reaction involving thiourea activation of the nitro-alkane. See ref. [7].


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.