Enantioselective total synthesis of four styrylpyrone derivatives

The first enantioselective total synthesis of 5-acetoxygoniothalamin 1 and 5-acetoxyisogoniothalamin oxide 2 was achieved through the Sharpless kinetic resolution Of racemic secondary 2- furylmethanol 5 and the Mitsunobu reaction. At the same time we developed a short synthetic route for 6R-(+)-goni...

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Bibliographic Details
Published inChinese chemical letters Vol. 13; no. 6; pp. 519 - 520
Main Authors Peng, XS, Li, AP, Wu, TX, Pan, XF
Format Journal Article
LanguageEnglish
Published NEW YORK Elsevier 01.06.2002
Department of Chemistry & National Laboratory of Applied Organic Chemistry,Lanzhou University, Lanzhou 730000
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
5-acetoxyisogoniothalamin oxide
OXIDE
5-acetoxygoniothalamin
(6R, 7R, 8R)-(+)-goniothalamin oxide
GONIOTHALAMIN
enantioselective
6R-(+)-goniothalamin
8R)-(+)-goniothalamin oxide
Enantioselective
6R-(+)- goniothalamin
7R
6R
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Summary:The first enantioselective total synthesis of 5-acetoxygoniothalamin 1 and 5-acetoxyisogoniothalamin oxide 2 was achieved through the Sharpless kinetic resolution Of racemic secondary 2- furylmethanol 5 and the Mitsunobu reaction. At the same time we developed a short synthetic route for 6R-(+)-goniothalamin 3 and (6R, 7R, 8R)-(+)-goniothalamin oxide 4. And according to this route the configuration of 5-acetoxygoniothalamin 1 was confirmed as (5S, 6S).
ISSN:1001-8417