In 2022,Faehrmann, Jan; Hermann, Ludmila; Hilt, Gerhard published an article in Synthesis. The title of the article was 《The Application of 1,2-Oxazinanes as Chiral Cyclic Weinreb Amide-Type Auxiliaries Leading to a Three-Component, One-Pot Reaction》.Related Products of 36016-38-3 The author mentioned the following in the article:
1,2-Oxazines were synthesized via a copper-catalyzed aerobic acyl nitroso Diels-Alder reaction from 1,4-disubstituted 1,3-dienes and N-Boc-hydroxylamine. From this, 1,2-oxazinanes were obtained in a novel follow-up reaction path. The stability of several 1,2-oxazines and 1,2-oxazinanes toward organometallic compounds was tested to rate their operability as cyclic chiral Weinreb amide auxiliaries. 3,6-Di- tert-butyl-1,2-oxazinane gave the best results and was introduced as a chiral Weinreb amide-type auxiliary to yield chiral α-substituted ketones in a diastereomeric ratio of up to 98:2. The removal of the auxiliary could be performed with BuLi to form unsym. α-chiral ketones. Thereafter, the chiral auxiliary could be re-isolated and purified by sublimation under vacuum.N-tert-Butoxycarbonylhydroxylamine(cas: 36016-38-3Related Products of 36016-38-3) was used in this study.
N-tert-Butoxycarbonylhydroxylamine(cas: 36016-38-3) belongs to anime. Reaction with nitrous acid (HNO2), which functions as an acylating agent that is a source of the nitrosyl group (―NO), converts aliphatic primary amines to nitrogen and mixtures of alkenes and alcohols corresponding to the alkyl group in a complex process. This reaction has been used for analytical determination of primary amino groups in a procedure known as the Van Slyke method.Related Products of 36016-38-3
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics