87179-80-4Relevant academic research and scientific papers
Oxyamination of Unactivated Alkenes with Electron-Rich Amines and Acids via a Catalytic Triiodide Intermediate
Wu, Fan,Ariyarathna, Jeewani P.,Alom, Nur-E,Kaur, Navdeep,Li, Wei
supporting information, p. 884 - 890 (2020/01/31)
An aerobic catalytic oxidation process is described for the olefin oxyamination using acids and primary amines as the sources of O and N. Our mechanistic findings point to the formation of triiodide as a critical catalytic intermediate to account for the
Mild Metal-Free Hydrosilylation of Secondary Amides to Amines
Huang, Pei-Qiang,Lang, Qi-Wei,Wang, Yan-Rong
, p. 4235 - 4243 (2016/06/09)
The combination of amide activation by Tf2O with B(C6F5)3-catalyzed hydrosilylation with TMDS constitutes a method for the one-pot reduction of secondary amides to amines under mild conditions. The method displays a broad applicability for the reduction of many types of substrates, and shows good compatibility and excellent chemoselectivity for many sensitive functional groups. Reductions of a multifunctionalized α,β-unsaturated amide obtained from another synthetic methodology, and a C-H functionalization product produced the corresponding amines in good to excellent yield. Chemoselective reduction of enantiomeric pure (ee >99%) tetrahydro-5-oxo-2-furaneamides yielded 5-(aminomethyl)dihydrofuran-2(3H)-ones in a racemization-free manner. The latter were converted in one pot to N-protected 5-hydroxypiperidin-2-ones, which are building blocks for the synthesis of many natural products. Further elaboration of an intermediate led to a concise four-step synthesis of -epi-pseudoconhydrine.
Chemical and enzymatic synthesis of 2-(2-carbamoylethyl)- and 2-(2-carboxyethyl)aziridines and their conversion into δ-lactams and γ-lactones
Vervisch, Karel,D'Hooghe, Matthias,Rutjes, Floris P. J. T.,De Kimpe, Norbert
scheme or table, p. 106 - 109 (2012/02/14)
Treatment of 1-arylmethyl-2-(2-cyanoethyl)aziridines with a nitrile hydratase afforded the corresponding 2-(2-carbamoylethyl)aziridines, which underwent rearrangement into 5-hydroxypiperidin-2-ones upon heating under microwave irradiation. In addition, tr
Nonracemic bicyclic lactam lactones via regio- and cis-diastereocontrolled C-H insertion. Asymmetric synthesis of (8S,8aS)-octahydroindolizidin-8-ol and (1S,8aS)-octahydroindolizidin-1-ol
Wee, Andrew G. H.,Fan, Gao-Jun,Bayirinoba, Hypolite M.
supporting information; experimental part, p. 8261 - 8271 (2010/02/17)
(Chemical Equation Presented) The Rh2(MPPIM)4- catalyzed intramolecular C-H insertion reaction of (S)- and (R)-1-benzyl-5-(R- diazoacetoxy)piperidin-2-one and (S)-1-benzyl-4-(α-diazoacetoxy) pyrrolidin-2-one proceeds with high regios
Regio- and diastereocontrolled C-H insertion of chiral γ- and δ-lactam diazoacetates. Application to the asymmetric synthesis of (8S,8aS)-8-hydroxyindolizidine
Fan, Gao-Jun,Wang, Zhongyi,Wee, Andrew G. H.
, p. 3732 - 3734 (2007/10/03)
γ- and δ-Lactam diazoacetates undergo efficient intramolecular C-H insertion catalyzed by Rh2(MPPIM)4 with excellent regioselectivity and cis-diastereoselectivity to provide synthetically useful bicyclic lactam lactones. The Royal So
A Three-Step Synthesis of δ-Aminolaevulinic Acid
Herdeis, Claus,Dimmerling, Anna
, p. 304 - 306 (2007/10/02)
Piperidine-2,5-dione (4) is prepared by catalytic hydrogenation of 5-hydroxy-2-pyridone (3).Ring opening of the lactam 4 with concentrated hydrochloric acid yields the hydrochloride of δ-aminolaevulinic acid (2).
