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Synthesis of indolizidinediones annelated to a furan ring

The furo[2,3(or 3,2)‐f]indolizidinediones 4a,b were synthesized in five steps from glutamic acid in good yield. The ketones were converted into trans alcohols 5a,b or oximes 6a,b (either as syn‐anti mixture or as single isomer). The selectivity of these reactions is discussed.

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Bibliographic Details
Published in:Journal of heterocyclic chemistry 1998-11, Vol.35 (6), p.1371-1375
Main Authors: Szemes, Fridrich, Marchalín, ŠTefan, Bar, Nathalie, Decroix, Bernard
Format: Article
Language:English
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Summary:The furo[2,3(or 3,2)‐f]indolizidinediones 4a,b were synthesized in five steps from glutamic acid in good yield. The ketones were converted into trans alcohols 5a,b or oximes 6a,b (either as syn‐anti mixture or as single isomer). The selectivity of these reactions is discussed.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.5570350625