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Volumn 39, Issue 4, 2000, Pages 728-731

Diastereoselective pinacol coupling reactions of α-ketoamides mediated by SmI2: Synthesis of enantiomerically pure R and S quaternary tartaric acids

Author keywords

Asymmetric synthesis; Chiral auxiliaries; Pinacol coupling; Samarium

Indexed keywords

ALDEHYDE; ALKENE; AMIDE; PHOSPHORAMIDIC ACID; SAMARIUM; TARTARIC ACID;

EID: 0000328888     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1521-3773(20000218)39:4<728::AID-ANIE728>3.0.CO;2-6     Document Type: Article
Times cited : (46)

References (82)
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    • note
    • 3) δ = 23.9, 25.6, 32.3, 58.9, 59.0, 59.4, 59.9, 73.8, 74.2, 79.5, 81.7, 119.9, 124.9, 125.0, 125.1, 125.2, 126.7, 131.5, 131.8, 142.8, 151.3, 175.2, 175.3.
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    • note
    • -1, F(000) = 284, T= 293(2) K, R1=0.0458, wR2 = 0.1309, absolute structure parameter = 0.07(16). Crystallographic data (excluding structure factors) for the structure reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC-137887. Copies of the data can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge CB21EZ, UK deposit@ccdc.cam.ac.uk
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    • note
    • In order to compare the relative diastereoselectivities a coupling reaction was carried out with the similar chiral auxiliary (S)-N-pyruvoyl-2-(tert-butyldiphenylsilyloxy)proline under the same reaction conditions to give low diastereoselectivity (S,S:R,R:S,R = 73:16:10).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.