The synthesis of isochroman-4-ols and isochroman-3-ols: models for naturally occurring benzo[g]isochromanols

Authors
de Koning, CB Green, IR Michael, JP Oliveira, JR
Citation
Cb. De Koning et al., The synthesis of isochroman-4-ols and isochroman-3-ols: models for naturally occurring benzo[g]isochromanols, TETRAHEDRON, 57(47), 2001, pp. 9623-9634
Citations number
41
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
57
Issue
47
Year of publication
2001
Pages
9623 - 9634
Database
ISI
SICI code
0040-4020(20011119)57:47<9623:TSOIAI>2.0.ZU;2-U
Abstract
The synthesis of isochromanes containing hydroxy substituents at the 4- and 3-positions has been achieved. The key step for the synthesis of the isoch roman-4-ols entailed an oxidative mercury mediated ring closure of 2-(prop- 1-enyl)phenylmethanol derivatives, while in the synthesis of the isochroman -3-ols the key step involved ozonolysis of 2-(prop-2-enyl)phenylmethanol de rivatives. (C) 2001 Elsevier Science Ltd. All rights reserved.