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Volumn 9, Issue 17, 2011, Pages 5967-5977

Coupling reaction between electron-rich pyrimidinones and α-amino acids promoted by phosphonium salts

Author keywords

[No Author keywords available]

Indexed keywords

COUPLING REACTION; ELECTRON-RICH; OPTICALLY ACTIVE; OPTIMIZATION STUDIES; PHOSPHONIUM SALTS; SIDE-CHAINS; TWO STEP METHOD;

EID: 80052064720     PISSN: 14770520     EISSN: None     Source Type: Journal    
DOI: 10.1039/c1ob05313b     Document Type: Article
Times cited : (7)

References (35)
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    • references cited therein
    • G. Beck Synlett 2002 837 850
    • (2002) Synlett , pp. 837-850
    • Beck, G.1
  • 13
    • 33645960442 scopus 로고    scopus 로고
    • For recent reviews on the synthesis of unnatural α-amino acids, see
    • N. Sitaram Curr. Med. Chem. 2006 13 679 696
    • (2006) Curr. Med. Chem. , vol.13 , pp. 679-696
    • Sitaram, N.1
  • 19
    • 0038795772 scopus 로고    scopus 로고
    • Asymmetric synthesis of novel sterically constrained amino acids
    • For some representative examples, see
    • V. J. Hruby V. A. Soloshonok Asymmetric synthesis of novel sterically constrained amino acids Tetrahedron Symposia-in-print 2001 57 6329 6650
    • (2001) Tetrahedron Symposia-in-print , vol.57 , pp. 6329-6650
    • Hruby, V.J.1    Soloshonok, V.A.2
  • 29
    • 0029866699 scopus 로고    scopus 로고
    • For recent reviews on phosphonium coupling, see
    • R. J. Cherney L. Wang J. Org. Chem. 1996 61 2544 2546
    • (1996) J. Org. Chem. , vol.61 , pp. 2544-2546
    • Cherney, R.J.1    Wang, L.2
  • 34
    • 37549031766 scopus 로고    scopus 로고
    • The optical purity of compounds 10 and 12 were verified by coupling with both d/l-phenylalamine and l-phenylalanine in order to measure the degree of racemization by HPLC (see ESI)
    • Z.-K. Wan S. Wacharansindhu C. G. Levins M. Lin K. Tabei T. S. Mansour J. Org. Chem. 2007 72 10194 10210
    • (2007) J. Org. Chem. , vol.72 , pp. 10194-10210
    • Wan, Z.-K.1    Wacharansindhu, S.2    Levins, C.G.3    Lin, M.4    Tabei, K.5    Mansour, T.S.6
  • 35
    • 38349165314 scopus 로고    scopus 로고
    • Compound 12a and amino ester 9a have the same Rf. Without this work-up the purification of compound 12a proved to be problematic
    • T. D. Ashton P. J. Scammells Aust. J. Chem. 2008 61 49 58
    • (2008) Aust. J. Chem. , vol.61 , pp. 49-58
    • Ashton, T.D.1    Scammells, P.J.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.