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Titolo:
Asymmetric synthesis of (R)-limonene and (S)-cembrene-A by an intramolecular cyclization reaction using a chiral leaving group
Autore:
Ishihara, K; Nakamura, H; Yamamoto, H;
Indirizzi:
Nagoya Univ, CREST, Grad Sch Engn, Chikusa Ku, Nagoya, Aichi 4648603, Japan Nagoya Univ Nagoya Aichi Japan 4648603 a Ku, Nagoya, Aichi 4648603, Japan
Titolo Testata:
SYNLETT
fascicolo: 7, , anno: 2001,
pagine: 1113 - 1116
SICI:
0936-5214(200107):7<1113:ASO(A(>2.0.ZU;2-X
Fonte:
ISI
Lingua:
ENG
Soggetto:
SILYL ENOL ETHERS; ENANTIOSELECTIVE HYDROXYMETHYLATING REAGENT; MACROCYCLIC DITERPENOIDS; BRONSTED ACIDS; BIOMIMETIC CYCLIZATION; ALLYLIC PYROPHOSPHATE; TERPENE BIOSYNTHESIS; TIN TETRACHLORIDE; ALPHA-TERPINEOL; PROTONATION;
Keywords:
limonene; cembrene-A; chiral leaving group; intramolecular cyclization; asymmetric synthesis;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
41
Recensione:
Indirizzi per estratti:
Indirizzo: Yamamoto, H Nagoya Univ, CREST, Grad Sch Engn, Chikusa Ku, Nagoya, Aichi 4648603, Japan Nagoya Univ Nagoya Aichi Japan 4648603 , Aichi 4648603, Japan
Citazione:
K. Ishihara et al., "Asymmetric synthesis of (R)-limonene and (S)-cembrene-A by an intramolecular cyclization reaction using a chiral leaving group", SYNLETT, (7), 2001, pp. 1113-1116

Abstract

A six-membered monocyclic terpene, (R)-limonene, and a 14-membered monocyclic diterpene, (S)-cembrens-A, have been synthesized. respectively, by new enantioselective intramolecular cyclization reactions of neryl ether and (all-E)-geranylgeranyl ether using an (R)-1,1 -binaphthyl-2-benzoxy-2'-oxy auxiliary as a chiral leaving group in the presence of tin (IV) chloride.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 29/09/20 alle ore 23:58:58