“…'j2 The enamine (310) and the derived ketone (311) exhibit wide-ranging physiological activity in rats.2s3 Chiral acrylates such as (312) react with cyclopentadiene to give Diels-Alder adducts with predictable and practically quantitative asymmetric induction.244 The (-)-diol (313) acts as a chiral ligand with H,Ru,(CO)~(PBU~), to reduce acetophenone to (S)-phenethyl alcohol of very low (0.4%) optical purity. 245 N-Nitrosocamphorimine (314) has been made by treating the imine (315) with NOCl, and some of its reactions have been in~estigated.~,~ The oxime (316) has been etherified to give (317), which is useful as a regulator of plant The (E)-isomer of (3 16) reacts with concentrated hydrochloric acid at 110 "C to yield the Beckmann product (318), together with the isomeric nitriles (3 19) and (320).248 Campholenic aldehyde (321) condenses with acetaldehyde or butanone to give products which are of use in perfumery. 249 The phosphine (322) has been prepared from (+)-camphoric acid (323), and (324) has been made from (-)-isocamphoric acid (325).250 Both ( 322) and (324) form rhodium complexes which have been isolated and tested as asymmetric hydrogenation catalysts for prochiral carboxylic acids.…”