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Volumn 70, Issue 21, 2005, Pages 8556-8559

Synthesis of the branched-chain sugar aceric acid: A unique component of the pectic polysaccharide rhamnogalacturonan-II

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; OXIDATION; POLYSACCHARIDES; STEREOCHEMISTRY; SYNTHESIS (CHEMICAL);

EID: 26844469616     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo051012b     Document Type: Article
Times cited : (20)

References (38)
  • 1
    • 0035955429 scopus 로고    scopus 로고
    • (a) Höfte, H. Science 2001, 294, 795-797.
    • (2001) Science , vol.294 , pp. 795-797
    • Höfte, H.1
  • 34
    • 26844448806 scopus 로고    scopus 로고
    • note
    • The presence of the endo-isomer of 17 as the minor component in the mixture of reaction products was shown by NMR spectroscopy and mass spectrometry (see Supporting Information). 2-TST addition to ketone 16 appears to give a "mismatched" reaction, with the exo-addition product formed in modest excess. In contrast, the corresponding addition to diastereomeric ketone 2 appears to be "matched" with respect to generation of the desired endo-adduct required for aceric acid synthesis.
  • 38
    • 26844455030 scopus 로고    scopus 로고
    • note
    • NOEs for compounds 6, 15, 24, and 25 were in the 2-3% range. Details of the observed NOEs, which were obtained for these compounds upon selective irradiation of the signals corresponding to H-1, H-2, H-3, H-4, and H-3′, are summarized in Supporting Information.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.