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Development and application of versatile bis-hydroxamic acids for catalytic asymmetric oxidation.用于催化不对称氧化的多功能双异羟肟酸的开发与应用
Tetrahedron. 2007 Jul 2;63(27):6075-6087. doi: 10.1016/j.tet.2007.03.071.
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A diosphenol-based strategy for the total synthesis of (-)-terpestacin.一种基于二酚的(-)-白蚁杀菌素全合成策略。
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Activated iodosylbenzene monomer as an ozone equivalent: oxidative cleavage of carbon-carbon double bonds in the presence of water.活化碘苯单体作为臭氧等效物：在水存在下碳 - 碳双键的氧化裂解
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A practical and mild method for the highly selective conversion of terminal alkenes into aldehydes through epoxidation-isomerization with ruthenium(IV)-porphyrin catalysts.一种实用且温和的方法，用于通过钌（IV）-卟啉催化剂进行环氧化-异构化反应，将末端烯烃高效选择性地转化为醛。
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Ruthenium-catalyzed oxidative cleavage of olefins to aldehydes.钌催化烯烃氧化裂解生成醛类。
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Enzymatic synthesis of 2,3-O-isopropylidene-sn-glycerol, a chiral building block for platelet-activating factor.
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一种在环境条件下用高碘酸钠水溶液对芳香族和脂肪族环氧化合物进行C-C键裂解的简单方法。

A Simple Procedure for C-C Bond Cleavage of Aromatic and Aliphatic Epoxides with Aqueous Sodium Periodate Under Ambient Conditions.

作者信息

Binder Caitlin M, Dixon Darryl D, Almaraz Erik, Tius Marcus A, Singaram Bakthan

机构信息

University of California, Santa Cruz, 1156 High Street, Santa Cruz, CA 95064.

出版信息

Tetrahedron Lett. 2008 Apr 21;49(17):2764-2767. doi: 10.1016/j.tetlet.2008.02.142.

DOI:10.1016/j.tetlet.2008.02.142
PMID:19946457
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC2783163/
Abstract

The sodium periodate mediated oxidative cleavage of the C-C bond of twelve epoxides is reported with yields of the corresponding carbonyl compounds in up to 91%. This is a two-step reaction that proceeds through a rate-limiting epoxide opening to a vicinal diol that is cleaved in situ to the corresponding carbonyl compound. This method serves as a chemoselective alternative to ozonolysis.

摘要

据报道，高碘酸钠介导的十二种环氧化合物的碳 - 碳键氧化裂解反应，相应羰基化合物的产率高达91%。这是一个两步反应，首先通过限速的环氧化物开环生成邻二醇，然后邻二醇原位裂解为相应的羰基化合物。该方法可作为臭氧分解的化学选择性替代方法。