Catalogo Articoli (Spogli Riviste)

OPAC HELP

Titolo:
A practical enantioselective synthesis of (S)-3-hydroxytetradecanoic acid
Autore:
Matsuyama, K; Ikunaka, M;
Indirizzi:
Nagase & Co Ltd, Ctr Res & Dev, Labs 1, Nishi Ku, Kobe, Hyogo 6512241, Japan Nagase & Co Ltd Kobe Hyogo Japan 6512241 i Ku, Kobe, Hyogo 6512241, Japan
Titolo Testata:
TETRAHEDRON-ASYMMETRY
fascicolo: 15, volume: 10, anno: 1999,
pagine: 2945 - 2950
SICI:
0957-4166(19990730)10:15<2945:APESO(>2.0.ZU;2-0
Fonte:
ISI
Lingua:
ENG
Soggetto:
ENANTIOMERS; ANALOG;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
17
Recensione:
Indirizzi per estratti:
Indirizzo: Ikunaka, M Nagase & Co Ltd, Ctr Res & Dev, Labs 1, Nishi Ku, 2-2-3 Murotani, Kobe, Hyogo 6512241, Japan Nagase & Co Ltd 2-2-3 Murotani Kobe Hyogo Japan 6512241 , Japan
Citazione:
K. Matsuyama e M. Ikunaka, "A practical enantioselective synthesis of (S)-3-hydroxytetradecanoic acid", TETRAHEDR-A, 10(15), 1999, pp. 2945-2950

Abstract

(S)-3-Hydroxytetradecanoic acid 1 has been synthesized in an overall yieldof 27% from (S)-epichlorohydrin 2 as follows: (1) regio and chemoselectiveepoxide opening of 2 with a Grignard reagent under the catalysis by Cu(I) followed by consecutive epoxide formation; (2) regioselective epoxide opening of (S)1,2-epoxytridecane 4 with cyanide anion under pH controlled conditions followed by consecutive nitrile hydrolysis with alkaline H2O2 gave crude 1; (3) its purification via the N,N-dicyclohexylammonium salt 6. The method thus devised is practical and scalable for the industrial production of1. (C) 1999 Elsevier Science Ltd. All rights reserved.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 05/04/20 alle ore 06:40:39