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Titolo:
The preparation of mono-, 1,1-di-,trans-1,2-di- and trisubstituted ethylenes by benzotriazole methodology
Autore:
Katritzky, AR; Toader, D;
Indirizzi:
Univ Florida, Ctr Heterocycl Cpds, Gainesville, FL 32601 USA Univ FloridaGainesville FL USA 32601 ycl Cpds, Gainesville, FL 32601 USA AstraZeneca R&D Boston, Waltham, MA 02451 USA AstraZeneca R&D Boston Waltham MA USA 02451 Boston, Waltham, MA 02451 USA
Titolo Testata:
SYNLETT
fascicolo: 4, , anno: 2001,
pagine: 458 - 466
SICI:
0936-5214(200104):4<458:TPOM1A>2.0.ZU;2-G
Fonte:
ISI
Lingua:
ENG
Soggetto:
LOW-VALENT TITANIUM; DIELS-ALDER REACTIONS; CARBONYL-COMPOUNDS; CHIRAL 2-SUBSTITUTED-1,3-DIENES; DIASTEREOFACIAL SELECTIVITY; STEREOSELECTIVE OLEFINATION; EFFICIENT SYNTHESES; SULFONES; DEHYDROXYBENZOTRIAZOLYLATION; STEREOCHEMISTRY;
Keywords:
olefins; organosilicon; low-valent titanium; dienes; vicinal elimination;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
36
Recensione:
Indirizzi per estratti:
Indirizzo: Katritzky, AR Univ Florida, Ctr Heterocycl Cpds, Gainesville, FL 32601 USAUniv Florida Gainesville FL USA 32601 esville, FL 32601 USA
Citazione:
A.R. Katritzky e D. Toader, "The preparation of mono-, 1,1-di-,trans-1,2-di- and trisubstituted ethylenes by benzotriazole methodology", SYNLETT, (4), 2001, pp. 458-466

Abstract

Mono- and 1,1-disubstituted ethylenes are available by vicinal eliminationof benzotriazolyl and trimethylsilyl groups from readily available intermediates of type BtCRR'. CH2SiMe3 (Bt = benzotriazol-1-yl). Low-valent Ti compounds cause vicinal elimination of benzotriazolyl and hydroxyl groups fromboth diastereoisomers of RCHBt . CHR . OH compounds to give styrenes and dienes with high trans-stereoselectivity: the starting materials are easily obtained from Bt-stabilized carbanions and aldehydes.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 06/04/20 alle ore 21:50:02