The Influence of the 2-Alkoxy Group and of C-5 Substituents on the Direction of Reductive Cleavage of 2-Alkoxytetrahydrofurans by AlH2Cl in Ether Solution

PC Loewen, MLP Makhubu…

Index: Loewen,P.C. et al. Canadian Journal of Chemistry, 1972 , vol. 50, p. 1502 - 1512

Full Text: HTML

Citation Number: 11

Abstract

The AlH2Cl hydrogenolysis of ether solutions of 2-alkoxytetrahydrofurans in which the alkoxy group is either CH3O, C2H5O, i-C3H7O, or t-C4H9O, gives only those products resulting from ring CO bond cleavage. However, substituents at C-5 of 2- methoxytetrahydrofuran exert a strong effect on the ratio of ring to exo CO bond cleavage. Thus, alkyl (electron donor) groups at C-5 promote an increase in the amount of exo ...

Related Articles:

Transition metal complex-catalyzed carbonylation of organic halides in N, N, N', N'-tetraalkylurea solution in the absence of added base

[Urata, Hisao; Maekawa, Hisayuki; Takahashi, Shigeharu; Fuchikami, Takamasa Journal of Organic Chemistry, 1991 , vol. 56, # 13 p. 4320 - 4322]

Reactions of alkali metal macrocyclic complexes: XIX. Reaction of potassium or sodium complexes with oxetane—novel route to organometallic compounds

[Jedlinski, Zbigniew; Misiolek, Andrzej; Jankowski, Andrzej; Janeczek, Henryk Journal of Organometallic Chemistry, 1992 , vol. 433, # 3 p. 231 - 239]

Mass spectrometry in structural and stereochemical problems. CCII. Interaction of remote functional groups in acyclic systems upon electron impact

[Sheehan,M. et al. Journal of Organic Chemistry, 1971 , vol. 36, p. 1796 - 1804]

More Articles...