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Volumn 64, Issue 6, 1999, Pages 2010-2025

An enantioselective ring expansion route leading to furanose and pyranose nucleosides featuring spirodiketopiperazines at the anomeric position

Author keywords

[No Author keywords available]

Indexed keywords

NUCLEOSIDE; PIPERAZINE DERIVATIVE; SPIRODIKETOPIPERAZINE; UNCLASSIFIED DRUG;

EID: 0033583004     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo982259u     Document Type: Article
Times cited : (46)

References (76)
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    • Sankyo1
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    • Sankyo1
  • 5
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    • DE Pat. 41 29 616 A, 10/09/1990
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    • Jpn. Pat. 04222589 A, 19/12/1990
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    • Kasei, M.1
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    • Unpublished observations
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    • Behrens, C.1
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    • note
    • 4, then azeotropic removal of benzene solvent) prior to subsequent reduction with the borane-dimethyl sulfide reagent. The reduction of crude acid is even more vigorous, and great care must be taken to ensure controlled addition of reducing agent so as to avoid an uncontrollable exotherm. HPLC analysis of 10 prepared in this manner demonstrates that if these precautions are taken the original optical purity of the L-glutamic acid (97% ee) is retained.
  • 57
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    • note
    • The triisopropylsilyl and tert-butyldiphenylsilyl groups were introduced with equal success. In retrospect, the high crystallinity and UV activity imparted by the TBDPS functionality to its derivatives may cause its selection to be the most practical one.
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    • Paquette, L. A., Editor-in-Chief; John Wiley and Sons: Chichester
    • Somasekar Rao, A.; Rama Mohan, H. In Encyclopedia of Organic Reagents; Paquette, L. A., Editor-in-Chief; John Wiley and Sons: Chichester, 1995; pp 1192-1198.
    • (1995) Encyclopedia of Organic Reagents , pp. 1192-1198
    • Somasekar Rao, A.1    Rama Mohan, H.2
  • 65
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    • Unpublished observations
    • Brand, S. Unpublished observations.
    • Brand, S.1
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    • note
    • These assignments could be reversed.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.