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Titolo:
SYNTHESIS OF ALPHA-ALKOXYSILANES - BIRCH REDUCTION OF 2-TRIALKYLSILYLFURANS
Autore:
BEDDOES RL; LEWIS ML; GILBERT P; QUAYLE P; THOMPSON SP; WANG SM; MILLS K;
Indirizzi:
UNIV MANCHESTER,DEPT CHEM,OXFORD RD MANCHESTER M13 9PL LANCS ENGLAND UNIV MANCHESTER,DEPT CHEM MANCHESTER M13 9PL LANCS ENGLAND XENOVA LTD SLOUGH SL1 4EF BERKS ENGLAND GLAXO WELLCOME RES & DEV LTD,MED RES CTR STEVENAGE SG1 2NY HERTS ENGLAND
Titolo Testata:
Tetrahedron letters
fascicolo: 50, volume: 37, anno: 1996,
pagine: 9119 - 9122
SICI:
0040-4039(1996)37:50<9119:SOA-BR>2.0.ZU;2-A
Fonte:
ISI
Lingua:
ENG
Soggetto:
(2-TRIBUTYLSTANNYL)TETRAHYDROFURAN-3-YLCARBOXYLATE LITHIUM ENOLATE; STEREOSPECIFIC SYNTHESIS; ALDOL REACTIONS; ACIDS;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Science Citation Index Expanded
Citazioni:
30
Recensione:
Indirizzi per estratti:
Citazione:
R.L. Beddoes et al., "SYNTHESIS OF ALPHA-ALKOXYSILANES - BIRCH REDUCTION OF 2-TRIALKYLSILYLFURANS", Tetrahedron letters, 37(50), 1996, pp. 9119-9122

Abstract

The Birch reduction of (2-trialkysilyl)furan-3-carboxylic acids has been applied to the: synthesis of methyl (2-trialkylsilyl)tetrahydrofuran-3-carboxylates. It is believed that the silicon moiety in such substrates controls the sense of asymmetric induction observed in Michael reactions of the derived enolates with methyl cinnamate. Mild oxidative removal of the silicon moiety generates an oxonium cation which undergoes nuetrophilic capture to afford a functionalised furanopyran. Copyright (C) 1996 Elsevier Science Ltd

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 11/07/20 alle ore 17:36:54