The Stereochemistry of the Reaction of α-Silyl Lithium Reagents with Cyclic Tert-butyldimethylsilyl Acyloins |
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| Authors: | Jose A Prieto Gerald L Larson Patricia Gonzalez |
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| Institution: | 1. Department of Chemistry , University of Puerto Rico Rio Piedras, PR 00931 and Hüls America, Inc./Petrarch Systems , Bartram Road, Bristol, PA, 19007;2. University of Puerto Rico;3. Hüls America, IncJPetrarch Systems;4. NIGMS-MARC Faculty Fellow 1981 -1986 |
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| Abstract: | The reactions of the tert-butyldimethylsilylated acyloins of five-, six- and seven-membered rings with the lithium reagents of benzyltrimethylsilane, thiophenoxymethyltrimethylsilane and tri-methylsilyl acetonitrile were studied. These reactions favor formation of the substituted (Z) exo methylidene silyl ethers in moderate yields. |
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| Keywords: | Sulfonylation 4‐Hydroxybenzenesulfonyl chloride Silylation–desilylation Sulfonamides |
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