258335-83-0Relevant academic research and scientific papers
Organoiodine-Catalyzed Enantioselective Intermolecular Oxyamination of Alkenes
Wata, Chisato,Hashimoto, Takuya
supporting information, p. 1745 - 1751 (2021/02/05)
Metal-free, catalytic enantioselective intermolecular oxyamination of alkenes is realized by use of organoiodine(I/III) chemistry. The protocol is applicable toward aryl- and alkyl-substituted alkenes with high enantioselectivity and electronically controlled regioselectivity. The oxyaminated products can be easily deprotected in one step to reveal free amino alcohols in high yields without loss of enantioselectivity. A key to our success is the discovery of a virtually unexplored chemical entity, N-(fluorosulfonyl)carbamate, as a bifunctional N,O-nucleophile.
Synthesis of the Neurokinin 1 Receptor Antagonist (+)-L-733,060 by Jacobsen’s Hydrolytic Kinetic Resolution
Bhangare,Mahale,Shinde,Nikalje,Duthade,Lokhande
, p. 2159 - 2164 (2021/02/09)
Abstract: Enantioselective synthesis of the neurokinin 1 receptor antagonist (+)-L-733,060 has been achieved using Jacobsen’s hydrolytic kinetic resolution strategy. Intermediate tert-butyl (2S,3S)-3-hydroxy-2-phenylpiperidine-1-carboxylate has been synthesized with an overall yield of 10.25% and more than 98% ee via sequential reactions starting from cinnamyl alcohol and using Grubbs metathesis in the final stage.
New approaches to the asymmetric synthesis of dipeptide isosteres via β-Lactam Synthon Method
Ojima, Iwao,Wang, Hong,Wang, Tao,Ng, Edward W.
, p. 923 - 926 (2007/10/03)
New and efficient synthetic routes to dipeptide isosteres with high enantiomeric purity, e.g., hydroxyethylene, dihydroxyethylene and hydroxyethylamine isosteres, have been developed via oxiranes 6 and formyloxazolines 13 derived from N-t-Boc-β-lactams 4.
