Unusual Tandem alkynylation and trans-hydrosilylation to form oxasilacyclopentenes.
[reaction: see text] An unusual tandem reaction sequence to form oxasilacyclopentenes from carbonyls and alkynylsilanes in the presence of a catalytic amount of nucleophilic initiator has been discovered. The reaction proceeds readily at room temperature and is applicable to a wide variety of carbonyl substrates. While the reaction scope tolerates variable substitutions on the alkynylsilane, phenylacetylene-derived silane variants consistently achieved the best yield.
Maifeld
Sarah V
SV
Department of Chemistry, University of Wisconsin, Madison, 53706, USA.
Lee
Daesung
D
D000447:Aldehydes / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D003517:Cyclopentanes / Q000138:chemical synthesis* / Q000737:chemistry; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D012821:Silanes / Q000737:chemistry*
D000447:Aldehydes; D000480:Alkynes; D003517:Cyclopentanes; D007659:Ketones; D012821:Silanes