13491-16-2Relevant academic research and scientific papers
Chiral α-substituted carbonyls and alcohols from the S(N)2' displacement of cuprates on chiral carbonates: An alternative to the alkylation of chiral enolates
Spino,Beaulieu,Lafreniere
, p. 7091 - 7097 (2007/10/03)
A highly stereoselective sequence of reactions, based on the anti-selective S(N)2' addition of cuprates to allylic carbonates, transforms alkynes or alkenyl halides into carbonyls having α-chiral centers. The method, which uses menthone as a chiral auxiliary, is a useful alternative to the alkylation of chiral enolates with the added advantage of allowing for the 'alkylation' of sec- and tert-alkyl and aryl groups.
STEREOCHEMISTRY OF THE SN2' DISPLACEMENT OF CHIRAL 1,3-DISUBSTITUTED BROMOALLENES TO FORM CHIRAL ACETYLENES
Corey, E. J.,Boaz, Neil W.
, p. 3059 - 3062 (2007/10/02)
Optically active 1,3-disubstituted bromoallenes react with a variety of cuprate reagents preferentially is an SN2' fashion with very high anti selectivity.
Configuration Determination of (R)-(-)-1,1,2-Triphenyl-3,3-dimethylbutane and the Stereochemistry of the Reaction of Benzhydryllithium with (R)-(+)-α-Phenylneopentyl Chloride
Bright, Danielle Angrand,Mathisen, Donald E.,Zieger, Herman E.
, p. 3521 - 3524 (2007/10/02)
A three-step synthesis of optically pure (R)-(-)-1,1,2-triphenyl-3,3-dimethylbutane from (R)-(-)-α-tert-butylphenylacetic acid has been accomplished.The synthesis of α-phenylneopentyl chloroformate from optically pure (R)-(+)-1-phenyl-2,2-dimethyl-1-propa
