Hasan, Mohammed;Khose, Vaibhav N.;Mori, Tadashi;Borovkov, Victor;Karnik, Anil V. published 《Sui Generis Helicene-Based Supramolecular Chirogenic System: Enantioselective Sensing, Solvent Control, and Application in Chiral Group Transfer Reaction》 in 2017. The article was appeared in 《ACS Omega》. They have made some progress in their research.Synthetic Route of C10H13ClO3 The article mentions the following:
A novel dioxa[6]helicene based supramol. chirogenic system (1) as a specific chiral recognition host for enantiopure trans-1,2- cyclohexanedimaine (2) is reported. The host 1 with inherent free phenolic group and a (1S)-camphanate chiral handle on the opposite terminal rings of helicene chromophore acted as an efficient turn on fluorescent sensor for S,S-2 with an excellent enantioselective factor, α = KSS / KRR = 6.3 in benzene. This specific host-guest interaction phenomenon is found to be solvent dependent which leads to an enantioselective chiral (camphanate) group transfer to the diamine guest mol. In the case of R,R-2 the de value is up to 68% even at room temperature Intriguingly, the induced helicity in dioxa[6]helicene diol 6 upon supramol. hydrogen bonding interactions, is of opposite sense with pos. helicity for S,S-2 and neg. helicity for R,R-2, as shown by CD spectroscopy and in combination with theor. calculations This chiral supramol. system is found to be an excellent host-guest pair for enantiomeric recognition of 2, based on their electronic and steric factors. And (1S)-4,7,7-Trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carbonyl chloride(Chunks or pellets) (cas: 39637-74-6) was used in the research process.
(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 a chiral derivatizing agent. It can be prepared by reacting (-)-(1S,4R)-camphanic acid with thionyl chloride.
Reference:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics