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Volumn 13, Issue 5, 2011, Pages 1044-1047

Enantioselective organocatalytic synthesis of quaternary α-amino acids bearing a CF3 Moiety

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACID; FLUORINATED HYDROCARBON; INDOLE DERIVATIVE; ORGANOPHOSPHATE;

EID: 79952145163     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol103093r     Document Type: Article
Times cited : (118)

References (72)
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    • For the first organocatalytic alkylation of ketimines, see: Zhuang, W.; Saaby, S.; Jørgensen, K. A. Angew. Chem., Int. Ed. 2004, 43, 4476 For a FC reaction of indoles and α-aryl enamides, see: Jia, Y.-X.; Zhong, J.; Zhu, S.-F.; Zhang, C.-M.; Zhou, Q.-L. Angew. Chem., Int. Ed. 2007, 46, 5565 For a recent review on organocatalytic functionalization of indoles, see: Bartoli, G.; Bencivenni, G.; Dalpozzo, R. Chem. Soc. Rev. 2010, 39, 4449
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    • No reaction was observed in the absence of a chiral phosphoric acid.
    • No reaction was observed in the absence of a chiral phosphoric acid.
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    • Special care should be taken in collecting the entire product after column chromatography because self-disproportionation of enantiomers can occur. No such effect was observed upon sublimation under high vacuum at room temperature. For such phenomena, see
    • Special care should be taken in collecting the entire product after column chromatography because self-disproportionation of enantiomers can occur. No such effect was observed upon sublimation under high vacuum at room temperature. For such phenomena, see: Soloshonok, V. A. Angew. Chem., Int. Ed. 2006, 45, 766
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    • 3CN (path length 0.1 cm) on a AVIV 62DS circular dichroism spectrometer.
    • 3CN (path length 0.1 cm) on a AVIV 62DS circular dichroism spectrometer.
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    • See Supporting Information for optical rotation values.
    • See Supporting Information for optical rotation values.
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    • During the preparation of this manuscript, an elegant organocatalytic enantioselective Strecker synthesis of quaternary α-trifluoromethyl amino acids was described.
    • During the preparation of this manuscript, an elegant organocatalytic enantioselective Strecker synthesis of quaternary α-trifluoromethyl amino acids was described: Enders, D.; Gottfried, K.; Raabe, G. Adv. Synth. Catal. 2010, 352, 3147.
    • (2010) Adv. Synth. Catal. , vol.352 , pp. 3147
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.