化学
有机化学
碘化物
茚
醋酸酐
试剂
碘化铵
醋酸
溴化氢
立体选择性
溴化铵
溴化物
过氧化氢
甘氨酸
催化作用
溴
肺表面活性物质
生物化学
作者
David W. Gammon,Henok H. Kinfe,Dirk De Vos,Pierre A. Jacobs,Bert F. Sels
标识
DOI:10.1080/07328300701351524
摘要
Protected glycals and α‐1,2‐cyclopropanated sugars were converted in high yields and selectivities in less than 2 h at low temperatures to 2‐deoxy‐2‐iodoglycosyl acetates or novel 2‐deoxy‐2‐iodomethylglycosyl acetates using the simple, inexpensive reagent mixture of ammonium iodide, hydrogen peroxide, and acetic anhydride/acetic acid in acetonitrile. The protected glycals gave rise to 2‐deoxy‐2‐bromoglycosyl acetates when ammonium bromide was used instead of the iodide, although longer reaction times were required and selectivities were inferior. Other simple olefins such as styrene and indene were also converted to their corresponding 1,2‐trans‐iodoacetates.
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