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Synthesis of Formylsilanes through Oxidative Cleavage of α-Silyl Glycols.

von Wachenfeldt, Henrik LU and Strand, Daniel LU (2013) In Journal of Organic Chemistry 78(23). p.12268-12273
Abstract
A convenient method for the synthesis and isolation of highly reactive formylsilanes by oxidative cleavage of α-silyl glycols is presented. The mild conditions provide an entry to acid- and heat-sensitive members of this theoretically intriguing class of compounds. The utility of the method is demonstrated through the isolation and subsequent diastereoselective derivatization of t-BuMe2- and t-BuPh2-formylsilanes, previously not reported in isolated form.
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author
and
organization
publishing date
type
Contribution to journal
publication status
published
subject
in
Journal of Organic Chemistry
volume
78
issue
23
pages
12268 - 12273
publisher
The American Chemical Society (ACS)
external identifiers
  • wos:000328231600072
  • pmid:24180618
  • scopus:84890190815
  • pmid:24180618
ISSN
1520-6904
DOI
10.1021/jo402123j
language
English
LU publication?
yes
id
253c1505-be09-4f1c-bba3-5513b53acc59 (old id 4179901)
date added to LUP
2016-04-01 11:05:11
date last changed
2025-10-14 12:33:14
@article{253c1505-be09-4f1c-bba3-5513b53acc59,
  abstract     = {{A convenient method for the synthesis and isolation of highly reactive formylsilanes by oxidative cleavage of α-silyl glycols is presented. The mild conditions provide an entry to acid- and heat-sensitive members of this theoretically intriguing class of compounds. The utility of the method is demonstrated through the isolation and subsequent diastereoselective derivatization of t-BuMe2- and t-BuPh2-formylsilanes, previously not reported in isolated form.}},
  author       = {{von Wachenfeldt, Henrik and Strand, Daniel}},
  issn         = {{1520-6904}},
  language     = {{eng}},
  number       = {{23}},
  pages        = {{12268--12273}},
  publisher    = {{The American Chemical Society (ACS)}},
  series       = {{Journal of Organic Chemistry}},
  title        = {{Synthesis of Formylsilanes through Oxidative Cleavage of α-Silyl Glycols.}},
  url          = {{http://dx.doi.org/10.1021/jo402123j}},
  doi          = {{10.1021/jo402123j}},
  volume       = {{78}},
  year         = {{2013}},
}