Synthesis of new aromatic retinoid analogs by low-valent titanium-induced reductive elimination

The low-valent titanium reductive elimination reaction, already applied to the stereospecific synthesis of vitamin A and 13-cis-retinol, was used to prepare several retinoic acid analogues in the all-trans configuration or in the 13-cis configuration. This highly stereospecific trans-diene formation...

Full description

Saved in:
Bibliographic Details
Published inJournal of organic chemistry Vol. 54; no. 11; pp. 2620 - 2628
Main Authors Solladie, Guy, Girardin, Andre, Lang, Gerard
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 01.05.1989
Amer Chemical Soc
Subjects
Alicyclic compounds, terpenoids, prostaglandins, steroids
Chemistry
Chemistry, Organic
Exact sciences and technology
Organic chemistry
Physical Sciences
Preparations and properties
Science & Technology
Terpenoids
Stereospecificity
Online AccessGet full text

Cover

More Information
Summary:The low-valent titanium reductive elimination reaction, already applied to the stereospecific synthesis of vitamin A and 13-cis-retinol, was used to prepare several retinoic acid analogues in the all-trans configuration or in the 13-cis configuration. This highly stereospecific trans-diene formation allowed an improved synthesis of the title compounds without any purification of the intermediates before the final stage.
Bibliography:istex:75CCE0648B022F6BE473160AC4EF9105E516E673
ark:/67375/TPS-N7PCV0BJ-8
ISSN:0022-3263
1520-6904
DOI:10.1021/jo00272a032