Synthesis of various silacycles via the Lewis acid-catalyzed intramolecular trans-hydrosilylation of unactivated alkynes

Citation
T. Sudo et al., Synthesis of various silacycles via the Lewis acid-catalyzed intramolecular trans-hydrosilylation of unactivated alkynes, J ORG CHEM, 65(26), 2000, pp. 8919-8923
Citations number
22
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
65
Issue
26
Year of publication
2000
Pages
8919 - 8923
Database
ISI
SICI code
0022-3263(200012)65:26<8919:SOVSVT>2.0.ZU;2-0
Abstract
Various silacycles with vinylsilane framework are synthesized via the Lewis acid-catalyzed intramolecular hydrosilylation of alkynes. The cyclization proceeds in an endo-trans or/and in an exo-trans manner, depending on the s ubstrate structure. This methodology is applicable to the synthesis of five -, six;, seven-, and eight-membered medium-sized silacycles. Furthermore, i t is possible to obtain a silole derivative via the intramolecular hydrosil ylation of the ortho-alkynyl-substituted phenylsilane 10.