✦ LIBER ✦

α-Silyl Ethers as Hydroxymethyl Anion Equivalents in Photoinduced Radical Electron Transfer Additions

✍ Scribed by Guido Gutenberger; Eberhard Steckhan; Siegfried Blechert

Publisher: John Wiley and Sons
Year: 1998
Tongue: English
Weight: 113 KB
Volume: 37
Category: Article
ISSN: 0044-8249
DOI: 10.1002/(sici)1521-3773(19980316)37:5<660::aid-anie660>3.0.co;2-8

No coin nor oath required. For personal study only.

✦ Synopsis

Nucleophilic α-hydroxymethyl radicals can be generated from α-silyl ethers by irradiation in the presence of 9,10-anthracenedicarbonitrile (ADC) and biphenyl (BP). Under these conditions the hydroxymethyl radicals are not oxidized further but add directly to electron-poor alkenes [Eq. (a); EWG=electron-withdrawing group]. The radical adduct undergoes back electron transfer to form the carbanion, which is protonated. R=PhCH , tBuMe Si, Me; TMS=Me Si.

📜 SIMILAR VOLUMES

ChemInform Abstract: α-Silyl Ethers as H

ChemInform Abstract: α-Silyl Ethers as Hydroxymethyl Anion Equivalents in Photoinduced Radical Electron Transfer Additions.

✍ G. GUTENBERG; E. STECKHAN; S. BLECHERT 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 35 KB 👁 1 views

Radical CC Bond Formation by Photoinduce

Radical CC Bond Formation by Photoinduced Electron Transfer Addition of α-Silyl Carbamates to Acceptor-Substituted Alkenes

✍ Eric Meggers; Prof. Dr. Eberhard Steckhan; Prof. Dr. Siegfried Blechert 📂 Article 📅 1995 🏛 John Wiley and Sons 🌐 English ⚖ 358 KB 👁 1 views