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Asymmetric synthesis of apio fluoroneplanocin a analogs as potential AdoHcy hydrolase inhibitor

Title
Asymmetric synthesis of apio fluoroneplanocin a analogs as potential AdoHcy hydrolase inhibitor
Authors
Park A.-Y.Moon H.R.Kim K.R.Kang J.-A.Chun M.W.Jeong L.S.
Ewha Authors
정낙신
Issue Date
2007
Journal Title
Nucleosides, Nucleotides and Nucleic Acids
ISSN
1525-7770JCR Link
Citation
vol. 26, no. 41495, pp. 943 - 947
Indexed
SCIE; SCOPUS WOS scopus
Abstract
Apio fluoroneplanocin A (apio F-NPA, 3) and its uracil analogue 4 have been designed and asymmetrically synthesized starting from D-ribose. Introduction of fluoro group into vinylic position of 5 was accomplished successfully over 5 steps employing key reactions such as iodination according to an addition-elimination reaction mechanism, stereo- and regioselective reduction of α,β -unsaturated ketone, and electrophilic fluorination. This methodology can be adapted to the synthesis of fluoro compounds extensively. Copyright © Taylor & Francis Group, LLC.
DOI
10.1080/15257770701508000
Appears in Collections:
약학대학 > 약학과 > Journal papers
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