Intramolecular palladium catalyzed alkoxy carbonylation of 6-hydroxy-1-octenes. Stereoselective synthesis of substituted tetrahydropyrans.

Authors
White, JD Hong, J Robarge, LA
Citation
Jd. White et al., Intramolecular palladium catalyzed alkoxy carbonylation of 6-hydroxy-1-octenes. Stereoselective synthesis of substituted tetrahydropyrans., TETRAHEDR L, 40(8), 1999, pp. 1463-1466
Citations number
11
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
8
Year of publication
1999
Pages
1463 - 1466
Database
ISI
SICI code
0040-4039(19990219)40:8<1463:IPCACO>2.0.ZU;2-D
Abstract
The reaction of hydroxy alkenes 5, 7, and 8 with CO and MeOH in the presenc e of PdCl2 and CuCl2 gave tetrahydropyrans 9, 11, and 12, respectively. Yie lds were dependent upon the configuration of substituents in the hydroxy al kene; in all cases, the tetrahydropyran was produced with 2,6-cis configura tion. (C) 1999 Elsevier Science Ltd. All rights reserved.