Epoxyannulation. 4. Reactions of 1, 5-, 1, 6-, and 1, 7-oxosulfonium salts

ME Garst, BJ McBride, AT Johnson

文献索引：Garst, Michael E.; McBride, Bill J.; Johnson, Alan T. Journal of Organic Chemistry, 1983 , vol. 48, # 1 p. 8 - 16

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被引用次数: 9

摘要

Treatment of six 1, 5-and 1, 6-oxosulfonium salts with potassium tert-butoxide affords an oxabicyclo [3. l. 0] hexane, an oxabicyclo [4. l. 0] heptane, hydrindan oxides, or a decalin oxide in 55-95% yield. The stereoselectivity of this reaction ranges from 75% for the formation of (la, 3a, 7cu)-2-oxatricyclo [5.3. 0.01~ 3] decane (21) to greater than 99% for (la, 2~, 7a)-2-oxatricyclo [4.4. 0.01~ 3] decane (14) and for (la, 2a, 8~)-2-oxatricyclo [6.4. 0.01~ ...