The synthesis and directed dihydroxylation of a range of cyclic alkenes was investigated. Both homoallylic alcohols and homoallylic trihaloacetamides were found to be efficient directing groups, giving rise to good to excellent levels of remote asymmetric induction with OsO4-TMEDA. Interestingly, in all cases examined, trifluoroacetamides were found to be superior to trichloroacetamides as directing groups and an argument is presented which rationalises this observation.

中文翻译：

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定向二羟基化的范围：适用于环状均丙醇和三卤乙酰胺。

研究了一系列环烯烃的合成和定向二羟基化。发现均烯丙基醇和均烯丙基三卤代乙酰胺都是有效的导向基团，从而产生了良好的至优异的OsO4-TMEDA远程不对称诱导水平。有趣的是，在所检查的所有情况下，三氟乙酰胺均优于三氯乙酰胺作为导向基团，并提出了使该观察合理化的论点。