RSS-Feed abonnieren
Bitte kopieren Sie die angezeigte URL und fügen sie dann in Ihren RSS-Reader ein.
https://www.thieme-connect.de/rss/thieme/de/10.1055-s-00000083.xml
Synlett 1991; 1991(11): 823-824
DOI: 10.1055/s-1991-20891
DOI: 10.1055/s-1991-20891
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved.
This journal, including all individual contributions and illustrations published
therein, is legally protected by copyright for the duration of the copyright period.
Any use, exploitation or commercialization outside the narrow limits set by copyright
legislation, without the publisher's consent, is illegal and liable to criminal prosecution.
This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing
or duplication of any kind, translating, preparation of microfilms, and electronic
data processing and storage.Synthesis of β-Alkoxycyclic Ethers from ω-Organometallic Ether Acetals. Stereocontrol with the Combined Lewis Acid System, Titanium(IV) Chloride-Triphenylphosphine
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
07. März 2002 (online)

The titanium(IV) chloride-triphenylphosphine mediated intramolecular cyclization of γ-oxo-substituted allylic silane 1 (4-[3-(trimethylsilyl)-1- propenyloxy]butanal propylene acetal) having an acetal group at the terminus of the carbon chain produced the 6-membered trans isomer 2a [trans-3-(3-hydroxypropoxy)-2-vinyltetrahydropyran] with very high diastereoselectivity in high yield. Highly stereoselective synthesis of seven- and eight-membered rings was also accomplished by the use of titanium(IV) chloride-triphenylphosphine.