Journal
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
Volume -, Issue 24, Pages 5076-5080Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejic.200600799
Keywords
carbenes; rearrangement; boron; silicon
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Funding
- NIGMS NIH HHS [R01 GM068825-01A2, R01 GM068825] Funding Source: Medline
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C-(Trimethylsilyloxy)-, C-(triisopropylsilyloxy)-, C-(diphenylboryloxy), C-[bis(diisopropylamino)boryloxy]- and C-(di-tertbutylphosphoryloxy)-N,N-diisopropylaldiminium salts are readily prepared in good to excellent yields from either diisopropylformamide or (chloromethylene)diisopropylammonium chloride. Deprotonation of these aldiminium salts leads to transient (amino) (oxy)carbenes, which cleanly rearrange to carbamoyl derivatives. This synthetic methodology gives access to sterically hindered carbamoylsilanes, -boranes and phosphane oxides that are hardly accessible by other routes. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)
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