杂环5-甲氧基-2-苯氧恶唑-4-基锂的定向金属化:一种制备-脱氢氨基酸的方法

S. Chandrasekhar, M. Srimannarayana
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引用次数: 1

摘要

5-甲氧基-2-苯氧恶唑在(通过-BuLi或LDA, THF在- 78)下去质子化。生成的阴离子一般不反应烷基化(除了与MeI-TMEDA的甲基化),但加入到PhCHO和CHCHO。这样产生的醇在酸中脱水和开环,得到相应的-脱氢氨基酸,总产率中等。
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Directed Metalation of Heterocycles, 5-Methoxy-2-phenyloxazol-4-yllithium: An Approach to ,-Dehydroamino Acids
5-Methoxy-2-phenyloxazole was deprotonated at (by -BuLi or LDA, in THF at −78). The resulting anion was generally unreactive to alkylation (except methylation with MeI-TMEDA) but added to PhCHO and CHCHO. The alcohols thus produced dehydrated and ring opened in acid, to the corresponding ,-dehydroamino acids in moderate overall yields.
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