Catalytic removal of N-allyloxycarbonyl groups using the [CpRu(IV)(pi-C3H5)(2-quinolinecarboxylato)]PF6 complex. A new efficient deprotecting method in peptide synthesis.
Catalytic removal of N-allyloxycarbonyl groups using the [CpRu(IV)(pi-C3H5)(2-quinolinecarboxylato)]PF6 complex. A new efficient deprotecting method in peptide synthesis.
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DOI：
10.1021/jo060445r
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发表时间：
2006-05
期刊：
影响因子：
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通讯作者：
Shinji Tanaka;H. Saburi;Takanori Murase;M. Yoshimura;M. Kitamura
中科院分区：
文献类型：
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作者：
Shinji Tanaka;H. Saburi;Takanori Murase;M. Yoshimura;M. Kitamura
通过使用催化量的[CpRu（IV）（pi-C3 H5）]，各种胺，包括甚至空间要求较低和高度亲核的仲胺，已经被有效地脱保护，而不从相应的N-烯丙氧基羰基（N-AOC）化合物中脱羧N-烯丙基化。在1摩尔量的三氟甲磺酸的存在下，其一般用途已通过胶原蛋白单元三肽Pro-Pro-Gly的有效合成得到证实。
A variety of amines including even sterically less demanding and highly nucleophilic secondary amines have been efficiently deprotected without decarboxylative N-allylation from the corresponding N-allyloxycarbonyl (N-AOC) compounds by using a catalytic amount of [CpRu(IV)(pi-C3H5)(2-quinolinecarboxylato)]PF6 in the presence of 1 molar amount of trifluoromethanesulfonic acid, the general utility of which has been demonstrated by the efficient synthesis of a collagen protein unit tripeptide, Pro-Pro-Gly.