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- W2016322504 abstract "A stereospecific synthesis of (+)-muscarine (1) is described in which acid-catalysed cyclisation of D-mannitol gives 2,5-anhydro-D-glucitol, isolated as its 1,3-O-isopropylidene-4,6-dibenzoate (3); acid hydrolysis then tosylation gives the 1,3-di-O-tosyl derivative (7), converted by sodium methoxide–methanol into 2,5:3,4-dianhydro–1-tosyl-D-allitol (8). This epoxide with sodium bis-(2-methoxyethoxy)aluminium hydride gives 2,5-anhydro-1,4-dideoxy-D-ribo-hexitol (10) and its 1,3-dideoxy-isomer (11)(12:1). The former, with tosyl chloride then trimethylamine gives (+)-muscarine tosylate, also isolated as chloride and bromide salts." @default.
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- W2016322504 date "1982-01-01" @default.
- W2016322504 modified "2023-10-09" @default.
- W2016322504 title "A stereospecific synthesis of (+)-muscarine" @default.
- W2016322504 doi "https://doi.org/10.1039/p19820000809" @default.
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