A NEW CONVENIENT SYNTHESIS OF ALPHA-PYRONE AND ALPHA-PYRIDONE DERIVATIVES

(4S)-Isopropyl-1,3-thiazolidine-2-thione diamide of 3-(t-butyldimethysilyloxy)glutaric acid was treated with bases to give alpha-pyrone and alpha-pyridone derivatives possessing a chiral thiazolidine moiety. On the other hand, treatment of the diamide with Sn(CF3SO3)2 and N-ethylpiperidine afforded...

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Bibliographic Details
Published inChemistry letters no. 10; pp. 2035 - 2038
Main Authors NAGAO, Y, TOHJO, T, SHIRO, M, YUKIMOTO, Y, SHIMADA, S
Format Journal Article
LanguageEnglish
Published TOKYO Chemical Soc Japan 01.10.1992
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
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Summary:(4S)-Isopropyl-1,3-thiazolidine-2-thione diamide of 3-(t-butyldimethysilyloxy)glutaric acid was treated with bases to give alpha-pyrone and alpha-pyridone derivatives possessing a chiral thiazolidine moiety. On the other hand, treatment of the diamide with Sn(CF3SO3)2 and N-ethylpiperidine afforded the alpha-pyrone derivative exclusively.
ISSN:0366-7022
1348-0715
DOI:10.1246/cl.1992.2035