SELECTIVE SYNTHESIS OF 1-ALKOXY-3-PHENYLSELENO-1-ALKENES AND 3-PHENYLSELENOALKANALS BY THE REACTION OF DIISOBUTYLALUMINUM PHENYLSELENOLATE WITH ALPHA,BETA-UNSATURATED ACETALS
Y. Nishiyama et al., SELECTIVE SYNTHESIS OF 1-ALKOXY-3-PHENYLSELENO-1-ALKENES AND 3-PHENYLSELENOALKANALS BY THE REACTION OF DIISOBUTYLALUMINUM PHENYLSELENOLATE WITH ALPHA,BETA-UNSATURATED ACETALS, Tetrahedron letters, 39(47), 1998, pp. 8685-8686
The reaction of alpha,beta-unsaturated acetals with diisobutylaluminum
phenylselenolate followed by treatment with H2O affords the correspon
ding 1-alkoxy-3-phenylseleno-1-alkenes in good yields. When aq. HCl in
stead of H2O was employed in the workup, 3-phenylselenoalkanals were f
ormed in good yields. (C) 1998 Elsevier Science Ltd. All rights reserv
ed.