Catalytic Enantioselective Synthesis of 20(S)-Camptothecin: A Practical Application of the Sharpless Asymmetric Dihydroxylation Reaction

The first catalytic asymmetric route to 20-(S)-camptothecin was achieved, using as the key steps a tandem intramolecular Heck reaction/olefin isomerization process and a Sharpless asymmetric dihydroxylation (AD) reaction.

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Bibliographic Details
Published inJournal of organic chemistry Vol. 59; no. 21; pp. 6142 - 6143
Main Authors Fang, Francis G, Xie, Shiping, Lowery, Melissa W
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 01.10.1994
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
ANTITUMOR AGENTS
(S)-CAMPTOTHECIN
CAMPTOTHECIN
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Summary:The first catalytic asymmetric route to 20-(S)-camptothecin was achieved, using as the key steps a tandem intramolecular Heck reaction/olefin isomerization process and a Sharpless asymmetric dihydroxylation (AD) reaction.
Bibliography:istex:DEA04E5C6F47DD6D7ABB026DE1809A39BF25B668
ark:/67375/TPS-RNZ68J5N-Q
ISSN:0022-3263
1520-6904
DOI:10.1021/jo00100a006