A comprehensive approach to the synthesis of sulfate esters
A comprehensive approach to the synthesis of sulfate esters
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DOI：
10.1021/ja056086j
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发表时间：
2006-02-08
影响因子：
15
通讯作者：
Widlanski, TS
中科院分区：
文献类型：
--
作者：
Simpson, LS;Widlanski, TS
发展了一种合成硫酸酯的综合方法。这种方法允许直接和高产率的合成保护的硫酸单酯。以接近定量的产率完成随后的去封闭以显示硫酸单酯。在芳香族和脂肪族硫酸单酯的合成中利用了特别稳定的新戊基保护基和不稳定的异丁基保护基。还探索和开发了调节保护基团反应性的策略。
A comprehensive approach to the synthesis of sulfate esters was developed. This approach permits the direct and high-yielding synthesis of protected sulfate monoesters. Subsequent deblocking to reveal sulfate monoesters is accomplished in near-quantitative yield. The exceptionally stable neopentyl protecting group and the labile isobutyl protecting group were utilized in the synthesis of aromatic and aliphatic sulfate monoesters. Strategies for tuning protecting group reactivity were also explored and developed.