Journal of the American Chemical Society

Halomethyl metal compounds. XXXIX. Reactions of phenyl (trihalomethyl) mercury-derived dihalocarbenes with cyclic allylic alcohols, acetates, and methyl ethers

D Seyferth, VA Mai

文献索引：Seyferth,D.; Mai,V.A. Journal of the American Chemical Society, 1970 , vol. 92, # 25 p. 7412 - 7424

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被引用次数: 26

摘要

Abstract: While dichlorocarbene (from thermolysis of PhHgCC1, Br) appears to react exclusively at the 0-H bond of allyl alcohol, it reacts with 3-cyclooctenol to give the C= C addition product, 9, 9-dichlorobicyclo [6.1. 0] nonanol-2, in 70% yield. Similar reactions with 3-cycloheptenol and 3-cyclononenol gave the C= C addition products in ca. 30% yield, but with 3-cyclohexenol none of the C= C addition product was detected. The successful ...