Diverse cyclization catalyzed by In(OTf)(3) for the convergent assembly ofsubstituted tetrahydrofurans and tetrahydropyrans

Authors
Loh, TP Hu, QY Tan, KT Cheng, HS
Citation
Tp. Loh et al., Diverse cyclization catalyzed by In(OTf)(3) for the convergent assembly ofsubstituted tetrahydrofurans and tetrahydropyrans, ORG LETT, 3(17), 2001, pp. 2669-2672
Citations number
41
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
17
Year of publication
2001
Pages
2669 - 2672
Database
ISI
SICI code
1523-7060(20010823)3:17<2669:DCCBIF>2.0.ZU;2-C
Abstract
[GRAPHICS] A novel In(OTf)(3)-catalyzed (3,5) oxonium-ene type cyclization for the fac ile construction of various multisubstituted tetrahydrofurans and tetrahydr opyrans was successfully developed. Further mechanistic investigations unve iled an ln(OTf)(3)-catalyzed skeletal reorganization of the tetrahydrofuran to its thermodynamic isomer under thermal conditions.