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Enantioselective Synthesis of Some Nicotiana Alkaloids
Article
Mahboobi, Siavosh and Wiegrebe, Wolfgang (1988) Enantioselective Synthesis of Some Nicotiana Alkaloids. Archiv der Pharmazie 321, pp. 175-177.DOI to cite this document: 10.5283/epub.15687
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 ...
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 3-Acetylpyridins (1). Chirale Reduktion von 6 mit N -
Benzyloxycarbonyl-L-Prolin/NaBH4 und N-Formylierung (35 % ee) führen
zu (R)-N-Formylnornicotin (8), das in (R)-Nornicotin (11) bzw. (R)-
Nicotin (10) überführt wird.
Involved Institutions
Details
| Item type | Article |
| Journal or Publication Title | Archiv der Pharmazie |
| Publisher | John Wiley & Sons |
| Volume | 321 |
| Page Range | pp. 175-177 |
| Date | 1988 |
| Date of publication | 07 Jul 2010 05:09 |
| Institutions | Chemistry and Pharmacy > Institute of Pharmacy > Alumni or Retired Professors > Prof. Wiegrebe |
| Dewey Decimal Classification | 500 Science > 540 Chemistry & allied sciences |
| Status | Published |
| Refereed | Yes, this version has been refereed |
| Created at the University of Regensburg | Unknown |
| URN of the UB Regensburg | urn:nbn:de:bvb:355-epub-156874 |
| Item ID | 15687 |
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