Formation and utility of azasilacyclopentadienes derived from silacyclopropenes and nitriles

Laura L. Anderson, Keith Woerpel

Research output: Contribution to journalArticle

Abstract

(Chemical Equation Presented) The copper-catalyzed insertions of nitriles into the Si-C bonds of silacyclopropenes provide azasilacyclopentadienes, which can be converted to allylic amines after reduction and protodesilylation. The enamine functionality of azasilacyclopentadienes also participates in 1,4-addition reactions and undergoes a hydroboration and oxidation sequence to form an allylic 1,2-amino alcohol.

Original languageEnglish (US)
Pages (from-to)425-428
Number of pages4
JournalOrganic Letters
Volume11
Issue number2
DOIs
StatePublished - Jan 15 2009

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hydroboration
Amino Alcohols
Nitriles
Addition reactions
nitriles
Amines
Copper
insertion
amines
alcohols
copper
Oxidation
oxidation

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

Cite this

Formation and utility of azasilacyclopentadienes derived from silacyclopropenes and nitriles. / Anderson, Laura L.; Woerpel, Keith.

In: Organic Letters, Vol. 11, No. 2, 15.01.2009, p. 425-428.

Research output: Contribution to journalArticle

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