
TY  - JOUR
A1  - Cameron, Donald W. 
A1  - Gable, Robert W. 
A1  - Heisey, Ross M. 
A1  - White, Jonathan M. 
T1  - Conformation of 1-Oxy Cyclohexenes Deriving from Diels-Alder Cycloaddition: Spectroscopic and X-Ray Crystal Structure Analysis
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 2000
VL  - 53
IS  - 3
SP  - 167
EP  - 170
KW  - X-Ray crystallography; cycloaddition; Diels&#8211;Alder; conformation.
UR  - https://doi.org/10.1071/CH00036 
N2  - For cycloadduct (6), derived by reaction of the (Z)-oxy diene (7) with the dienophile (8), the newly formed cyclohexene ring is shown by spectroscopic and X-ray crystal structure analysis to be based on the half-chair conformation (9). This contrasts with analogous diastereomeric adducts from (E)-oxy dienes, which are based on the ring-flipped conformation (4). The determinant for this conformational difference is suggested to be the stereoelectronic preference of the allylic oxy substituent, in (4) and (9), for a pseudoaxial orientation to the double bond of the cyclohexene system. 
ER  -

