Tandem Insertion/[3,3]-Sigmatropic Rearrangement Involving the Formation of Silyl Ketene Acetals by Insertion of Rhodium Carbenes into S-Si Bonds.
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DOI: 10.1021/acs.orglett.1c00229
Abstract: Allyl 2-diazo-2-phenylacetates are shown to react with trimethylsilyl thioethers in the presence of rhodium(II) catalysts to generate α-allyl-α-thio silyl esters. The transformation involves a tandem process involving formal rhodium-catalyzed insertion of the carbene group into… read more here.
Keywords: rhodium; silyl; insertion; silyl ketene ... See more keywords
Iridium-Catalyzed Amidation of In Situ Prepared Silyl Ketene Acetals to Access α-Amino Esters.
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DOI: 10.1021/acs.orglett.1c04376
Abstract: Disclosed herein is a convenient Ir-catalyzed amidation of esters to access α-amido esters. Initially prepared silyl ketene acetals are directly employed, without separate purification, for subsequent amidation with an oxycarbonylnitrenoid precursor using the Cp*(LX)Ir(III) catalyst.… read more here.
Keywords: catalyzed amidation; silyl ketene; ketene acetals; access ... See more keywords
Synthesis of Highly Functionalized 2-Pyranone from Silyl Ketene
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DOI: 10.1021/acsomega.8b01531
Abstract: We report a highly functionalized 2-pyranone small molecule prepared from tert-butyl diphenyl silyl ketene using an alkoxide catalyst and thermally induced rearrangement. Treatment of the silyl ketene with a substoichiometric amount of alkoxide led to… read more here.
Keywords: silyl ketene; pyranone; functionalized pyranone; synthesis highly ... See more keywords