A Straightforward Synthesis of (S)-Anabasine via the Catalytic, Enantio­selective Vinylogous Mukaiyama-Mannich Reaction

Autor:	Christoph Schneider, David S. Giera, Marcel Sickert
Rok vydání:	2009
Předmět:	chemistry.chemical_compound Natural product chemistry Organic Chemistry Enantioselective synthesis Absolute configuration Organic chemistry Anabasine Piperidine Mannich reaction Phosphoric acid Catalysis
Zdroj:	Synthesis. 2009:3797-3802
ISSN:	1437-210X 0039-7881
DOI:	10.1055/s-0029-1217026
Popis:	The tobacco alkaloid (S)-anabasine was synthesized by a straightforward 4-step sequence with the catalytic enantioselective vinylogous Mannich reaction as a key step. Only 3 mol% of a structurally optimized chiral BINOL-based phosphoric acid was employed to control the absolute configuration of the natural product.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::68be5d6f8e17b1be0e82babd112fac8e https://doi.org/10.1055/s-0029-1217026 Zobrazit plný text záznamu