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Volumn 73, Issue 24, 2008, Pages 9788-9791

Anti and syn glycolate aldol reactions with a readily displaced thiol auxiliary

Author keywords

[No Author keywords available]

Indexed keywords

ALDOL REACTIONS; CHEMICAL EQUATIONS; DIASTEREOMER; ESTER DERIVATIVES; FACIAL SELECTIVITIES; GLYCOLATE; ISOLATED YIELDS; MILD CONDITIONS; SYN SELECTIVITIES;

EID: 58049191513     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo801720v     Document Type: Article
Times cited : (18)

References (38)
  • 1
    • 41149179169 scopus 로고    scopus 로고
    • For recent examples, see: a
    • For recent examples, see: (a) Crimmins, M. T.; Ellis, J. M. J. Org. Chem. 2008, 73, 1649-1660.
    • (2008) J. Org. Chem , vol.73 , pp. 1649-1660
    • Crimmins, M.T.1    Ellis, J.M.2
  • 32
    • 58049199803 scopus 로고    scopus 로고
    • The absolute stereochemistry of syn adduct 5a was determined by X-ray crystallography.
    • The absolute stereochemistry of syn adduct 5a was determined by X-ray crystallography.
  • 33
    • 58049199070 scopus 로고    scopus 로고
    • This facial selectivity was consistent across a range of different aldehydes
    • This facial selectivity was consistent across a range of different aldehydes.
  • 34
    • 58049219378 scopus 로고    scopus 로고
    • 4 reduction of the thiolester, and conversion to known protected triol 16 (Scheme 3b).
    • 4 reduction of the thiolester, and conversion to known protected triol 16 (Scheme 3b).
  • 36
    • 58049201364 scopus 로고    scopus 로고
    • For optimum yields in the subsequent glycolate aldol coupling, purification of 12 by HPLC was found to be essential.
    • For optimum yields in the subsequent glycolate aldol coupling, purification of 12 by HPLC was found to be essential.
  • 37
    • 58049194818 scopus 로고    scopus 로고
    • Partial migration of the TBDPS protecting group was observed under these conditions
    • Partial migration of the TBDPS protecting group was observed under these conditions.
  • 38
    • 58049213000 scopus 로고    scopus 로고
    • Ph.D. Thesis, The University of Edinburgh
    • Fanjul, S. Ph.D. Thesis, The University of Edinburgh, 2008.
    • (2008)
    • Fanjul, S.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.