Crystal structure of (2S,5R)-1-chloromethyl-2-hydroxymethyl-5-vinyl-1- azoniabicyclo[2.2.2]octane chloride, (C11H19ClNO)Cl

Crystal structure of (1S,2S,4S,5R)-2-hydroxymethyl-5-ethynyl-1-azabicyclo[ 2.2.2]octane, (HOCH2) (HC2)(C7H11N)

“…The figure shows three molecules which are connected by hydrogen bonds forming a chain along [010] (methylene hydrogen atoms omitted for clarity). The Flack parameter (-1.2(15)) is not significant in this light atom structure using MoK a radiation, but the absolute configuration was proved in the crystal structure determination of an analogous derivative of Quincorine® containing chlorine atoms [5]. …”

Organic Chemistry of Cinchona Alkaloids

“…Omission of any of these three components (change of solvents, other cesium salts such as Cs 2 CO 3 , and the absence of crown ether) was not promising, however, tetra-n butylammonium can be used [74]. Furthermore, QCI reacts spontaneously with dichloromethane, the nucleophilic bridgehead nitrogen being quaternized, apparently with some assistance from the hydroxymethyl group that enters hydrogen bonding to the leaving group (Scheme 12.35) [80]. Interestingly, fluorine derivative 104-F is highly volatile and has a characteristic odor.…”