Triisobutylaluminum-assisted reductive rearrangement of alkyl 1-alkenyl acetals: an easy synthesis of. beta.-alkoxy alcohols

R Menicagli, C Malanga, M Dell'Innocenti…

Index: Menicagli, R.; Malanga, C.; Dell'Innocenti, M.; Lardicci, L. Journal of Organic Chemistry, 1987 , vol. 52, # 26 p. 5700 - 5704

Full Text: HTML

Citation Number: 24

Abstract

Dipartimento di Chimica e Chimica Industriale and Centro di Studio del CNR per le Macromolecole Stereordinate ed Otticamente Attive, 56100 Pisa, Italy Received August 8, 1986 ... Alkyl 1-alkenyl acetals react with Al-i-Bu3 to give very good yields of @-alkoxy alcohols through a reductive rearrangement. The reaction is totally regioselective, but no stereocontrol occurs. ... The reaction of 2-ethoxy-5-alkyl-3,4-dihydro-W-pyrans 1 and of 2-ethoxy-4-alkyl-2,3-dihydrofurm 2 with ...