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Studies towards the synthesis of bicyclomycin precursors: Synthesis of N,N′-disubstituted 2,5-diketopiperazines in solution and on solid phase

✍ Scribed by Anna Fryszkowska; Ryszard Ostaszewski

Publisher
Journal of Heterocyclic Chemistry
Year
2008
Tongue
English
Weight
512 KB
Volume
45
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

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The synthesis of 3‐(hydroxyalkyl)‐N,N′‐disubstituted 2,5‐diketopiperazine derivatives ‐ compounds required for the bicyclomycin analogues preparation ‐ has been studied. The use of various oxo components in the Ugi multicomponent reaction (U‐MCR) has been evaluated. The first example of an semicyclic O,O‐acetal employed as an aldehyde equivalent in the U‐MCR has been reported. The preparation and the synthetic application of Wang resin‐bound aliphatic aldehydes in the synthesis of 2,5‐diketopiperazine skeleton has also been described.

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