Enantioselective Synthesis of Chiral Homoallyl Alcohols and Homoallylamines by Nucleophilic Addition of an Allylboron Reagent Modified by a Polymer‐Supported Chiral Ligand

Crosslinked polymer‐supported chiral N‐sulfonylamino alcohols 5–8 have been prepared by suspension polymerization of enantiopure N‐sulfonylamino alcohol monomers 1–4 with styrene and divinylbenzene. Polymer‐supported chiral allylboron reagents were prepared from the polymeric chiral ligands. Enantioselective additions of the polymer‐supported allylboron reagents to aldehydes and N‐(trimethylsilyl)imines have been successfully carried out in the heterogeneous system. The corresponding optically active homoallyl alcohols and homoallylamines were obtained in high yields with high enantioselectivities (up to 95% ee) which are almost the same as those obtained from homogeneous analogues. The polymer‐supported chiral ligands used were recovered easily and can be reused without any loss of activity.