CpRuIIPF6/quinaldic acid-catalyzed chemoselective allyl ether cleavage.: A simple and practical method for hydroxyl deprotection

CpRuIIPF6/quinaldic acid-catalyzed chemoselective allyl ether cleavage.: A simple and practical method for hydroxyl deprotection
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DOI:
10.1021/ol0493397
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发表时间:
2004-05-27
期刊:
影响因子:
5.2
通讯作者:
Kitamura, M
Kitamura, M
中科院分区:
化学1区
文献类型:
--
作者:
Tanaka, S;Saburi, H;Kitamura, M

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阳离子CpRuII配合物与喹哪酸的组合显示出高的反应性和化学选择性,用于作为烯丙基醚保护的羟基的催化脱保护。该催化剂在醇类溶剂中操作,不需要任何额外的亲核试剂,满足操作简单,安全和环境友好的实际要求。这种脱保护策略对多种多功能分子(包括肽和核苷)的广泛适用性可能为保护基化学提供新的机会。
A cationic CpRuII complex in combination with quinaldic acid shows high reactivity and chemoselectivity for the catalytic deprotection of hydroxyl groups protected as allyl ethers. The catalyst operates in alcoholic solvents without the need for any additional nucleophiles, satisfying the practical requirements of operational simplicity, safety, and environmental friendliness. The wide applicability of this deprotection strategy to a variety of multifunctional molecules, including peptides and nucleosides, may provide new opportunities in protective group chemistry.