Sietmann, Jan; Ong, Mike; Mueck-Lichtenfeld, Christian; Daniliuc, Constantin G.; Wahl, Johannes M. published their research in Angewandte Chemie, International Edition in 2021. The article was titled 《Desymmetrization of Prochiral Cyclobutanones via Nitrogen Insertion: A Concise Route to Chiral γ-Lactams》.Product Details of 126456-43-7 The article contains the following contents:
Asym. access to γ-lactams is achieved via a cyclobutanone ring expansion using widely available (1S,2R)-1-amino-2-indanol for chiral induction. Mechanistic anal. of the key N,O-ketal rearrangement reveals a Curtin-Hammett scenario, which enables a downstream stereo induction (up to 88:12 dr) and is corroborated by spectroscopic, crystallog., and computational studies. In combination with an easy deprotection protocol, this operationally simple sequence allows the synthesis of a range of optically pure γ-lactams, including those bearing all-carbon quaternary stereocenters. In addition, the formal synthesis of drug mols. baclofen, brivaracetam, and pregabalin further demonstrates the synthetic utility and highlights the general applicability of the presented method. In the experimental materials used by the author, we found (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7Product Details of 126456-43-7)
(1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7) belongs to anime. To avoid the problem of multiple alkylation, methods have been devised for “blocking” substitution so that only one alkyl group is introduced. The Gabriel synthesis is one such method; it utilizes phthalimide, C6H4(CO)2NH, whose one acidic hydrogen atom has been removed upon the addition of a base such as KOH to form a salt.Product Details of 126456-43-7
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