Does substituent's conformation influence the kinetics of reduction reactions on trans-4-X-decal-1-ones and to what extent?

Stereochemistry and relative rates k ax and k eq of reduction reactions on title compounds have been measured under five different reaction conditions (NaBH 4 in i-PrOH, LiBH 4 and NaAlH 4 in THF and LiAlH 4 in THF and in Et 2O). Experiments indicate that axial substituents behave as far less electr...

Full description

Saved in:
Bibliographic Details
Published in:Tetrahedron 2002-04, Vol.58 (17), p.3313-3318
Main Authors: Di Maio, Giorgio, Gabriella Mascia, Maria, Vecchi, Elisabetta
Format: Article
Language:English
Subjects:
kinetics
reduction reactions
substituents'conformation
trans-4-X-decal-1-ones
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Stereochemistry and relative rates k ax and k eq of reduction reactions on title compounds have been measured under five different reaction conditions (NaBH 4 in i-PrOH, LiBH 4 and NaAlH 4 in THF and LiAlH 4 in THF and in Et 2O). Experiments indicate that axial substituents behave as far less electronegative than their equatorial counterpart in reactions at the equatorial side of molecules. Stereochemistry and relative rates k ax and k eq of reduction reactions on the title compounds have been measured. Axial substituents behave as far less electronegative groups than their equatorial counterpart in reactions at the equatorial side of molecules.
ISSN:0040-4020
1464-5416
DOI:10.1016/S0040-4020(02)00303-4