6544-06-5Relevant articles and documents
A New Route to Optically Active Paracyclophanes
Chan, Tze-Lock,Hung, Chi-Wai,Man, Tim-On,Leung, Man-kit
, p. 1971 - 1972 (1994)
A novel strategy derived from sulfur-based cyclocoupling in conjunction with a modified Ramberg-Baecklund reaction together with the utilization of (-)-menthol as the chiral auxiliary is presented for the synthesis of (+)- and (-)-paracyclophanes.
Conversion of 1,4-diketones into para -disubstituted benzenes
Ziffle, Vincent E.,Cheng, Ping,Clive, Derrick L. J.
experimental part, p. 8024 - 8038 (2011/02/26)
Reaction of acetylides with aldehydes to form but-2-yne-1,4-diols, followed by triple bond reduction and oxidation of the hydroxyl groups, gives 1,4-diketones; these react with vinyllithium, and the resulting diols undergo ring-closing metathesis to form 2-cyclohexene-1,4-diols. Dehydration, usually by acid treatment, then gives benzenes carrying substituents in a 1,4 relationship. Use of substituted vinyllithiums provides further substitution on the final benzene rings. The method can be applied to the synthesis of C5-aryl carbohydrates.
