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Volumn 43, Issue 45, 2004, Pages 6205-6208

Organocatalyzed conjugate umpolung of α,β-unsaturated aldehydes for the synthesis of γ-butyrolactones

Author keywords

Aldehydes; Carbene; Heterocycles; Organocatalysis; Umpolung

Indexed keywords

ALDEHYDES; CATALYSIS; CATALYSTS; CHEMICAL ANALYSIS; SYNTHESIS (CHEMICAL);

EID: 10044249952     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200461572     Document Type: Article
Times cited : (681)

References (57)
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    • The intermolecular addition of umpoled aldehydes to ketones is a challenging problem. The intramolecular benzoin condensation of an aldehyde and a ketone was recently reported: Y. Hachisu, J. W. Bode, K. Suzuki, J. Am. Chem. Soc. 2003, 125, 8432.
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    • note
    • Preliminary experiments show that other ketones can be used as electrophiles and alkyl-substituted α,β-unsaturated aldehydes can be used as nucleophiles after conjugate umpolung; we will report on these results in due course.
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    • Isolated as a mixture of diastereomers.
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    • for the successful application of these ligands in the Suzuki cross-coupling of sterically hindered aryl chlorides, see: b) G. Altenhoff, R. Goddard, C. W. Lehmann, F. Glorius, Angew. Chem. 2003, 115, 3818; Angew. Chem. Int. Ed. 2003, 42, 3690;
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.