A concise total synthesis of salinosporamide A

A concise and straightforward 14-step total synthesis of (+/-)-salinosporamide A, based on a diastereoselective acid-catalysed intramolecular cyclisation of to the pyrrolidinone , and a regioselective reduction of the malonate derivative 8b to the aldehyde 9, is described.

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Veröffentlicht in:Organic & biomolecular chemistry 2006-08, Vol.4 (15), p.2845-2846
Hauptverfasser: Mulholland, Nicholas P, Pattenden, Gerald, Walters, Iain A S
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container_title Organic & biomolecular chemistry
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creator Mulholland, Nicholas P
Pattenden, Gerald
Walters, Iain A S
description A concise and straightforward 14-step total synthesis of (+/-)-salinosporamide A, based on a diastereoselective acid-catalysed intramolecular cyclisation of to the pyrrolidinone , and a regioselective reduction of the malonate derivative 8b to the aldehyde 9, is described.
doi_str_mv 10.1039/b607109k
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source Royal Society of Chemistry Journals Archive (1841-2007); MEDLINE; Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
subjects Cyclization
Lactones - chemical synthesis
Protease Inhibitors - chemical synthesis
Proteasome Inhibitors
Pyrroles - chemical synthesis
title A concise total synthesis of salinosporamide A
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