About: Highly Stereoselective TiCl4-Mediated AldolReactions from (S)-2-Benzyloxy-3-pentanone

Documentation

scienceplus.abes.fr version Bêta

scienceplus.abes.fr | explorer

À propos de : Highly Stereoselective TiCl4-Mediated AldolReactions from (S)-2-Benzyloxy-3-pentanone Goto Sponge NotDistinct Permalink

Attributs	Valeurs
type	work Article
Is Part Of	http://hub.abes.fr/acs/periodical/joceah/2007/volume_72/issue_17/w
Subject	Note
Title	Highly Stereoselective TiCl4-Mediated AldolReactions from (S)-2-Benzyloxy-3-pentanone
has manifestation of work	http://hub.abes.fr/acs/periodical/joceah/2007/volume_72/issue_17/101021jo071048z/m/print http://hub.abes.fr/acs/periodical/joceah/2007/volume_72/issue_17/101021jo071048z/m/web
related by	http://hub.abes.fr/acs/periodical/joceah/2007/volume_72/issue_17/101021jo071048z/authorship/3 http://hub.abes.fr/acs/periodical/joceah/2007/volume_72/issue_17/101021jo071048z/authorship/4 http://hub.abes.fr/acs/periodical/joceah/2007/volume_72/issue_17/101021jo071048z/authorship/1 http://hub.abes.fr/acs/periodical/joceah/2007/volume_72/issue_17/101021jo071048z/authorship/2
Author	Urpí F. Romea P. Rodríguez-Cisterna Victor Villar Cristina
Abstract	Stereoselectivity of TiCl4-mediated aldol reactions from(S)-2-benzyloxy-3-pentanone is dramatically improved whenthe reaction is carried out in the presence of 1.1 equiv oftetrahydrofuran (THF) or 1,2-dimethoxyethane (DME). Theresultant 2,4-syn-4,5-syn adducts are then obtained indiastereomeric ratios up to 97:3, which proves that theappropriate choice of the Lewis acid (TiCl4−THF or DMEvs Ti(i-PrO)Cl3) engaged in the process permits access toboth syn-aldol adducts.
article type	brief-report
is part of this journal	The Journal of Organic Chemistry

Alternative Linked Data Documents: ODE Content Formats:

RDF

ODATA

Microdata