A Short and Efficient Enantioselective Synthesis of (+)‐(2S,3S,5S)‐epi‐Muscarine

A short, efficient and novel enantioselective general approach for the synthesis of muscarine alkaloid and its application to the asymmetric synthesis of epi‐muscarine from readily available (R)‐PMB glycidyl ether as starting material is described. Key transformations include Sharpless asymmetric di...

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Veröffentlicht in:ChemistrySelect (Weinheim) 2020-06, Vol.5 (21), p.6373-6375
Hauptverfasser: Gehlawat, Anju, Prakash, Ranjana, Kumar Pandey, Satyendra
Format: Artikel
Sprache:eng
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Zusammenfassung:A short, efficient and novel enantioselective general approach for the synthesis of muscarine alkaloid and its application to the asymmetric synthesis of epi‐muscarine from readily available (R)‐PMB glycidyl ether as starting material is described. Key transformations include Sharpless asymmetric dihydroxylation (AD), regioselective epoxide ring opening and intramolecular SN2 cyclization. An efficient and novel general method for asymmetric synthesis of muscarine alkaloids and its application to the total synthesis of (+)‐epi‐muscarine from (R)‐PMB glycidyl ether as starting material is presented. Key transformations include Sharpless asymmetric dihydroxylation (AD), regioselective epoxide ring opening and intramolecular SN2 cyclization.
ISSN:2365-6549
2365-6549
DOI:10.1002/slct.202001598