699012-03-8Relevant academic research and scientific papers
Highly diastereoselective epoxidation of allyl-substituted cycloalkenes catalyzed by metalloporphyrins
Chan, Wing-Kei,Liu, Peng,Yu, Wing-Yiu,Wong, Man-Kin,Che, Chi-Ming
, p. 1597 - 1599 (2004)
Highly diastereoselective epoxidations of allyl-substituted cycloalkenes including allylic alcohols, esters, and amines using sterically bulky metalloporphyrins [Mn(TDCPP)Cl] (1) and [Ru(TDCPP)CO] (2) as catalysts have been achieved. The "1 + H2O2" and "2 + 2,6-Cl2pyNO" protocols afforded trans-epoxides selectively in good yields (up to 99%) with up to >99:1 trans-selectivity.
Carbon-nitrogen bond formation between allyl silyl ether and hydrazide promoted by mercuric triflate catalyst
Yamamoto, Hirofumi,Yamasaki, Naoto,Yoshidome, Shingo,Sasaki, Ikuo,Namba, Kosuke,Imagawa, Hiroshi,Nishizawa, Mugio
supporting information; experimental part, p. 1069 - 1073 (2012/06/04)
An efficient method for carbon-nitrogen bond formation between ally silyl ethers and N,N-acyltosylhydrazine was developed under very mild conditions using 2 mol% of mercuric triflate [Hg(OTf) as a catalyst. This method does not require the use of any ligand system or supplementary additives and is applicable to the preparation of various N-allylhydrazides with good to excellent yields. Georg Thieme Verlag Stuttgart · New York.
Diastereoselective epoxidation of allylically substituted alkenes using metalloporphyrin catalysts
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Page/Page column 9, (2008/06/13)
Diastereoselective epoxidation of allylically substituted alkenes using metalloporphyrins as catalyst provides high trans-selectivities (i.e., trans-:cis-epoxide ratio). A diversity of cycloalkenes bearing different allylic substituents are shown to be efficiently epoxidized to afford the corresponding trans-epoxides with excellent trans-selectivities (up to >98%) and good yields (up to 99%). Acyclic allylic alkenes bearing different allylic substituents are efficiently epoxidized to afford the corresponding erythro-epoxides with good erythro-selectivities. The metalloporphyrin-catalyzed reactions exhibit up to 20 times higher trans-selectivities than the conventional method using m-chloroperoxybenzoic acid as oxidant.
