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A new synthetic method of 3-acyltetronic acid derivatives and its application to the synthesis of isoaspertetronin a (isogregatin A)

โœ Scribed by Kei Takeda; Hiroko Kubo; Toru Koizumi; Eiichi Yoshii


Publisher
Elsevier Science
Year
1982
Tongue
French
Weight
249 KB
Volume
23
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


A new synthetic method of 3-acyltetronic acid derivatives from the corresponding 3bromo compound via lithiation with n-BuLi followed. either by acylation with acid chloride or better by first reacting with aldehyde and then subsequent oxidation with active MnO2 is described.

A revised structure ,l$ for aspertetronin A(gregatin A) was presented based on the synthesis of the proposed structure $ and spectral comparison of a model compound l.l with the natural product.

In our recent program directed towards the total synthesis of those antibiotics bearing 3-


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