Synthesis of an isochroman analogue of the michellamines

Authors
de Koning, CB Michael, JP van Otterlo, WAL
Citation
Cb. De Koning et al., Synthesis of an isochroman analogue of the michellamines, TETRAHEDR L, 40(15), 1999, pp. 3037-3040
Citations number
27
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
15
Year of publication
1999
Pages
3037 - 3040
Database
ISI
SICI code
0040-4039(19990409)40:15<3037:SOAIAO>2.0.ZU;2-Y
Abstract
The synthesis of racemic 5-iodo-6, 8-dimethoxy-1,3-trans-dimethylisochroman (16) in eleven steps from 2,4-dimethoxybenzaldehyde is outlined. Compound (16) was coupled by means of Suzuki methodology with 4-isopropoxy-5-methoxy -7-methylnaphthaleneboronic acid (19) to yield (20). This was converted int o (6), a racemic isochroman analogue of the michellamines. (C) 1999 Elsevie r Science Ltd. All rights reserved.