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Enantioselective Synthesis of Some Nicotiana Alkaloids

URN to cite this document:
urn:nbn:de:bvb:355-epub-156874
DOI to cite this document:
10.5283/epub.15687
Mahboobi, Siavosh ; Wiegrebe, Wolfgang
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Date of publication of this fulltext: 07 Jul 2010 05:09


Abstract

A modified approach to myosmine (6) via a silyl enol ether of 3-acetylpyridine (1) is described. Chiral reduction of 6 with N-(benzyloxycarbonyl)-Lproline/ NaBH4 and formylation leads to (R)-N-formylnornicotine (8) (35 % ee) which in turn is converted to (R)-nornicotine (11) and R-nicotine (10). Wir beschreiben eine modifizierte Synthese des Myosmins (6) über einen Silylenolether des ...

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