Yeung, Chi-Tung;Chan, Wesley Ting Kwok;Lo, Wai-Sum;Law, Ga-Lai;Wong, Wing-Tak published 《Synthesis of a conformationally stable atropisomeric pair of biphenyl scaffold containing additional stereogenic centers》 in 2019. The article was appeared in 《Molecules》. They have made some progress in their research.Synthetic Route of C10H13ClO3 The article mentions the following:
The synthesis of a new CF3-containing stereogenic atropisomeric pair of ortho-disubstituted biphenyl scaffolds I and II is presented. The atropisomers are surprisingly conformationally stable for isolation. X-ray structures show that their stability comes from an intramol. hydrogen bond formation from their two hydroxyl groups and renders the spatial arrangement of their peripheral CF3 and CH3 groups very different. The synthesized stereogenic scaffolds proved to be effective in catalyzing the asym. N-nitroso aldol reaction of enamines III [X = O, C, Y = (CH2)n, n = 1; X = C, Y = (CH2)n, n = 0] and nitrosobenzene. Compared to similar scaffolds without CF3 groups, one of the atropisomers exhibits an increase in enantioselectivity in this reaction.(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6) were involved in the experimental procedure.
(1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6 Synthetic Route of C10H13ClO3) is used as a resolving agent for alcohols as the diastereomeric esters by crystallization or chromatography and as a chiral derivatization reagent for determination of enantiomeric excess of alcohols and amines.
Reference:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics