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Title: | Enantioselective total synthesis of fluvirucinin B1 |
Author: | Guignard, Guillaume Michel Pablo Llor Brunés, Núria Molins i Grau, Elies Bosch Cartes, Joan Amat Tusón, Mercedes |
Keywords: | Síntesi orgànica Lactames Organic synthesis Lactams |
Issue Date: | 15-Apr-2016 |
Publisher: | American Chemical Society |
Abstract: | A convergent synthesis of fluvirucinin B1 from acid ent-6a and nitrile ent-9, involving an organocopper coupling, a stereoselective allylation, a ring-closing metathesis reaction, and a stereoselective hydrogenation as the key steps, is reported. The starting building blocks have been prepared in a straightforward manner from a common phenylglycinol-derived lactam 1. An unprecedented regioselective oxidation of phenylglycinol-derived secondary amines 5 to carboxylic acids 6 has been developed. |
Note: | Versió postprint del document publicat a: http://dx.doi.org/10.1021/acs.orglett.6b00513 |
It is part of: | Organic Letters, 2016, vol. 18, num. 81, p. 1788-1791 |
URI: | http://hdl.handle.net/2445/99052 |
Related resource: | http://dx.doi.org/10.1021/acs.orglett.6b00513 |
ISSN: | 1523-7060 |
Appears in Collections: | Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica) Articles publicats en revistes (Institut de Biomedicina (IBUB)) |
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