Efficient robotic synthesis. Multi-component preparation of a tricyclic template by solid phase Tsuge reaction

Sequential cycloaddition of maleimides and nitrile oxides to resin-bound pyridinium methylides gives, after cleavage, maleimide-fused indolizinium carboxylates. The reaction occurs under mild conditions and has been automated on the ACT 496 synthesiser, providing an efficient multi-component robotic...

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Bibliographic Details
Published inTetrahedron letters Vol. 39; no. 32; pp. 5869 - 5872
Main Authors Bicknell, Andrew J., Hird, Nicholas W., Readshaw, Simon A.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 06.08.1998
Elsevier
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
COMBINATORIAL CHEMISTRY
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Summary:Sequential cycloaddition of maleimides and nitrile oxides to resin-bound pyridinium methylides gives, after cleavage, maleimide-fused indolizinium carboxylates. The reaction occurs under mild conditions and has been automated on the ACT 496 synthesiser, providing an efficient multi-component robotic synthesis of a diversely substituted tricyclic template from a monocyclic precursor. An efficient multicomponent synthesis of diversely substituted maleimide-fused indolizinium carboxylates has been developed. The reaction has been automated on the ACT 496 to enable high throughput synthesis.
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(98)01185-X