TOWARD THE DEVELOPMENT OF A GENERAL CHIRAL AUXILIARY .2. EVALUATION OF CAMPHOR LACTAM IMIDE AUXILIARIES FOR ASYMMETRIC ALDOL REACTIONS

[摘要] Two camphor derived lactams 1 and 2 have been examined as to their utility as chiral auxiliaries for use in asymmetric aldol reactions. The results show good to excellent selectivities can be achieved with 2 in most cases employing diethyl boron enolates. These enolates proved less reactive than anticipated and exhibited a sensitivity to the steric size of the ligands an boron. A model which rationalizes the sense of diastereoselection is presented.

[发布日期] 1994-11-14