2003年11月
Stereoselective accesses to enantioenriched allyl-, allenyl-, and propargyl-silanes via Si-Si bond activation by palladium-isocyanide catalysts
JOURNAL OF ORGANOMETALLIC CHEMISTRY
- ,
- 巻
- 685
- 号
- 1-2
- 開始ページ
- 218
- 終了ページ
- 229
- 記述言語
- 英語
- 掲載種別
- 研究論文(学術雑誌)
- DOI
- 10.1016/S0022-328X(03)00163-3
- 出版者・発行元
- ELSEVIER SCIENCE SA
Stereoselective synthesis of allyl-, allenyl-, and propargyl-silanes via palladium-catalyzed intramolecular bis-silylation (IBS) is described. IBS of disilanyl ethers of propargylic and allylic alcohols produced bis-silylation products stereoselectively in good yields via formation of 1,2-oxasiletanes as primary products. From the bis-silylation products, allyl-, allenyl-, and propargyl-silanes were synthesized via Peterson-type elimination or acid-catalyzed 1,2-silyl migration. The IBS/elimination as well as the IBS/migration sequences were carried out in one reaction vessel, providing ready access to those synthetically useful organosilicon compounds. Highly enantioenriched allyl-, allenyl-, and propargyl-silanes including polymer-supported derivatives were stereoselectively synthesized by the new methods. Synthetic application of the highly enantioenriched allenyl- and allyl-silanes is also described. (C) 2003 Published by Elsevier Science B.V.
- リンク情報
- ID情報
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- DOI : 10.1016/S0022-328X(03)00163-3
- ISSN : 0022-328X
- Web of Science ID : WOS:000186346400029