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Stannic chloride‐induced unsymmetrical CSe bond cleavage of bis( N , N ‐dimethylcarbamoylseleno)methanes: Novel generation of selenoaldehydes

Stannic chloride‐induced unsymmetrical CSe bond cleavage of bis( N , N... Treatment of bis(N,N‐dimethylcar‐ bamoylseleno)methanes with SnCl4 afforded β‐1,3,5‐triselenanes in moderate to high yields, and the key intermediates of the reactions, i.e., acylselonium ions and selenoaldehydes, were successfully trapped by using allyltrimethylsilane or 2,3‐dimethyl‐1,3‐butadiene to obtain the allylation products or the cycloadducts, respectively. © 2006 Wiley Periodicals, Inc. Heteroatom Chem 17:125–135, 2006; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20190 http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Heteroatom Chemistry Wiley

Stannic chloride‐induced unsymmetrical CSe bond cleavage of bis( N , N ‐dimethylcarbamoylseleno)methanes: Novel generation of selenoaldehydes

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References (48)

Publisher
Wiley
Copyright
Copyright © 2006 Wiley Periodicals, Inc.
ISSN
1042-7163
eISSN
1098-1071
DOI
10.1002/hc.20190
Publisher site
See Article on Publisher Site

Abstract

Treatment of bis(N,N‐dimethylcar‐ bamoylseleno)methanes with SnCl4 afforded β‐1,3,5‐triselenanes in moderate to high yields, and the key intermediates of the reactions, i.e., acylselonium ions and selenoaldehydes, were successfully trapped by using allyltrimethylsilane or 2,3‐dimethyl‐1,3‐butadiene to obtain the allylation products or the cycloadducts, respectively. © 2006 Wiley Periodicals, Inc. Heteroatom Chem 17:125–135, 2006; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20190

Journal

Heteroatom ChemistryWiley

Published: Jan 1, 2006

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