215924-08-6Relevant academic research and scientific papers
Ligand regulation for manganese-catalyzed enantioselective epoxidation of olefins without acid
Xu, Daqian,Sun, Qiangsheng,Lin, Jin,Sun, Wei
, p. 13101 - 13104 (2020)
A novel manganese catalyst bearing an l-proline-derived N4 ligand has been developed for enabling acid-free asymmetric epoxidation of olefins with tert-butyl hydroperoxide as the oxidant. A variety of olefins that are well-matched in size with the ligand
Towards a General Understanding of Carbonyl-Stabilised Ammonium Ylide-Mediated Epoxidation Reactions
Novacek, Johanna,Roiser, Lukas,Zielke, Katharina,Robiette, Rapha?l,Waser, Mario
supporting information, p. 11422 - 11428 (2016/08/03)
The key factors for carbonyl-stabilised ammonium ylide-mediated epoxidation reactions were systematically investigated by experimental and computational means and the hereby obtained energy profiles provide explanations for the observed experimental results. In addition, we were able to identify the first tertiary amine-based chiral auxiliary that allows for high enantioselectivities and high yields for such epoxidation reactions.
Highly enantioselective synthesis of glycidic amides using camphor-derived sulfonium salts. Mechanism and applications in synthesis
Aggarwal, Varinder K.,Charmant, Jonathan P. H.,Fuentes, Daniel,Harvey, Jeremy N.,Hynd, George,Ohara, Diasuke,Picoul, Willy,Robiette, Raphael,Smith, Catherine,Vasse, Jean-Luc,Winn, Caroline L.
, p. 2105 - 2114 (2007/10/03)
The reactions of a range of amide-stabilized sulfur ylides derived from readily available camphor-derived sulfonium salts for the synthesis of glycidic amides have been studied. Primary, secondary, and tertiary amides were tested, and it was found that th
ASYMMETRIC SYNTHESIS OF GLYCIDIC AMIDES
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Page/Page column 16-17, (2008/06/13)
Enantiomerically enriched trans-2,3-epoxyamides of the formula (I) in which R1 is a 1-18C aliphatic hydrocarbyl optionally substituted by one or more substituent groups selected from halo, nitro, phenyl and -ORW, where RW
Highly enantioselective Darzens reaction of a camphor-derived sulfonium amide to give glycidic amides and their applications in synthesis
Aggarwal, Varinder K.,Hynd, George,Picoul, Willy,Vasse, Jean-Luc
, p. 9964 - 9965 (2007/10/03)
The reaction of an amide-stabilized sulfonium ylide bearing chiral groups on sulfur has been investigated. We have discovered that the camphor-derived amide-stabilized ylide reacts with aldehydes at -50 °C in ethanol to give glycidic amides in one step wi
Asymmetric synthesis of (2/?,35)-2,3-epoxyamides via camphorderived sulfonium ylides
Zhou, Yong-Gui,Hou, Xue-Long,Dai, Li-Xin,Xia, Li-Jun,Tang, Ming-Hua
, p. 77 - 80 (2007/10/03)
Enantiomerically enriched /ra;w-2,3-epoxyamides 3 were prepared by the reaction of aldehydes 2 with camphorderived chiral sulfbnium ylide 1 in good yields and moderate to good ee values. The absolute configuration of the reaction product is also determined by chemical transformations.
