Catalogo Articoli (Spogli Riviste)

OPAC HELP

Titolo:
Bis(2,2,2-trifluoroethyl)bromophosphono-acetate, a novel HWE reagent for the preparation of (E)-alpha-bromoacrylates: A general and stereoselective method for the synthesis of trisubstituted alkenes
Autore:
Tago, K; Kogen, H;
Indirizzi:
Sankyo Co Ltd, Exploratory Chem Res Labs, Shinagawa Ku, Tokyo 1408710, Japan Sankyo Co Ltd Tokyo Japan 1408710 bs, Shinagawa Ku, Tokyo 1408710, Japan
Titolo Testata:
ORGANIC LETTERS
fascicolo: 13, volume: 2, anno: 2000,
pagine: 1975 - 1978
SICI:
1523-7060(20000629)2:13<1975:BANHRF>2.0.ZU;2-U
Fonte:
ISI
Lingua:
ENG
Soggetto:
HIGHLY SELECTIVE SYNTHESIS; Z-UNSATURATED ESTERS; CROSS-COUPLING REACTIONS; STEREOCHEMISTRY; CONSTRUCTION; OLEFINATION; MECHANISM; KETONES;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
31
Recensione:
Indirizzi per estratti:
Indirizzo: Kogen, H Sankyo Co Ltd, Exploratory Chem Res Labs, Shinagawa Ku, 2-58 Hiromachi,1 Chome, Tokyo 1408710, Japan Sankyo Co Ltd 2-58 Hiromachi,1 Chome Tokyo Japan 1408710 , Japan
Citazione:
K. Tago e H. Kogen, "Bis(2,2,2-trifluoroethyl)bromophosphono-acetate, a novel HWE reagent for the preparation of (E)-alpha-bromoacrylates: A general and stereoselective method for the synthesis of trisubstituted alkenes", ORG LETT, 2(13), 2000, pp. 1975-1978

Abstract

A novel reagent, methyl bis(2,2,2-trifluoroethoxy)bromophosphonoacetate (3a), was designed and prepared in order to efficiently synthesize (E)-alpha-bromoacrylates, which are useful precursors for various C-C bond formations. Honer-Wadsworth-Emmons (HWE) reaction of various aldehydes with 3a in thepresence of t-BuOK and 18-C-6 gave the corresponding (E)-alpha-bromoacrylate derivatives with high stereoselectivity. Using the (E)-alpha-bromoacrylate as a key intermediate, a general stereoselective synthesis of trisubstituted alkenes via Pd-catalyzed cross-coupling was developed.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 28/11/20 alle ore 15:24:13