
TY  - JOUR
A1  - Coxon, JM 
A1  - Hartshorn, MP 
A1  - Lewis, AJ 
T1  - The preparation and rearrangement of some 2,3-oxygenated 2-phenylbornanes
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1971
VL  - 24
IS  - 5
SP  - 1009
EP  - 1015
KW  - 
UR  - https://doi.org/10.1071/CH9711009 
N2  - Reaction of the r-2-hydroxy-2-phenyl-c-3-p-tolylsulphonyloxybornanes (4b) and (10b) with base gave the epimeric 2,3-epoxy-2-phenylbornanes (1) and (2). Acid-catalysed rearrangement of the endo-epoxide (2) gave 2-endo-phenylbornan-3-one (8); similar reaction of the exo-epoxide (1) afforded the unsaturated aldehyde (6) as the major product. Pyrolysis of the cyclic sulphites (16) and (17), prepared from the 2,3-exo-diol (4a) by reaction with thionyl chloride, gave mixtures of 2-endo- phenylbornan-3-one (8) and the aldehyde (5). 
ER  -

