Intramolecular 5-endo-Trig Aminopalladation of β-hydroxy-γ-alkenylamine: Efficient Route to a Pyrrolidine Ring and Its Application for the Synthesis of (-)-8,8a-di-epi-swainsonine
IR@CDRI: CSIR-Central Drug Research Institute, Lucknow
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Creator |
Singh, Priyanka
Panda, Gautam |
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Date |
2014-07-31T04:26:30Z
2014-07-31T04:26:30Z 2014 |
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Identifier |
RSC Advances, 2014, 4, 2161-2166
http://hdl.handle.net/123456789/1322 |
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Description |
The intramolecular aminopalladation reaction of L-serine derived β-hydroxy--alkenylamines undergoes 5-endo-trig cyclization to furnish pyrrolidine rings in high yields. The pyrrolidine thus obtained were elaborated to the synthesis of (-)-8,8a-di-epi-swainsonine, a specific and competitive inhibitor (Ki value 2 × 10-6 M) of lysosomal α-mannosidases.
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286860 bytes
application/pdf |
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Language |
en
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Relation |
CSIR-CDRI Communication No. 8569
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Subject |
Aminopalladation
β-hydroxy-γ-alkenylamine Pyrrolidine Ring 8a-di-epi-swainsonine |
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Title |
Intramolecular 5-endo-Trig Aminopalladation of β-hydroxy-γ-alkenylamine: Efficient Route to a Pyrrolidine Ring and Its Application for the Synthesis of (-)-8,8a-di-epi-swainsonine
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Article
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