Hasegawa, Futoshi published the artcileHighly Efficient Syntheses of C-N Axially Chiral 1-(ortho-hydroxyaryl)uracil using a Chiral Auxiliary and a Chiral Base, SDS of cas: 21286-54-4, the publication is Asian Journal of Organic Chemistry (2018), 7(8), 1648-1653, database is CAplus.
A highly diastereoselective synthesis of 1-aryl-6-aminouracils, which were C-N atropisomeric compounds, through the combined use of a chiral auxiliary and a chiral base under mild conditions was achieved. The (R)-5-allyl-2-oxabicyclo[3.3.0]oct-1-yl group was a good chiral auxiliary that, when combined with quinidine, efficiently afforded 1-aryl-6-aminouracils with high diastereoselectivity (up to 98 % ee after isolation). The chiral alc. moiety in quinidine appeared to be crucial for achieving stereoselectivity during cyclization. Furthermore, the chiral auxiliary was easily removed from the product under acidic conditions to provide the atropisomer with high enantiomeric excess (up to 96 % ee). The developed method was an efficient diastereoselective-cyclization method for the generation of C-N axial chirality.
Asian Journal of Organic Chemistry published new progress about 21286-54-4. 21286-54-4 belongs to chlorides-buliding-blocks, auxiliary class Chiral,Chloride,Sulfonyl chlorides,Aliphatic cyclic hydrocarbon,Ketone, name is ((1S,4R)-7,7-Dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonyl chloride, and the molecular formula is C10H15ClO3S, SDS of cas: 21286-54-4.
Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics