
TY  - JOUR
A1  - Botica, I 
A1  - Mirrington, RN 
T1  - Studies with Bicyclo[2,2,2]octenes. III. Adducts of 2,3-dihydrobenzyl alcohol and its acetate with ethyl acrylate
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1971
VL  - 24
IS  - 7
SP  - 1467
EP  - 1480
KW  - 
UR  - https://doi.org/10.1071/CH9711467 
N2  - The structures and stereochemistry of the Diels-Alder adducts of 2,3- dihydro-benzyl alcohol (1a) and its acetate (1b) with ethyl acrylate have been established.     The directing effect of the hydroxymethyl group in (1a) was such that 82% ?ortho? and 18% ?meta? adducts were obtained. The reaction of ethyl acrylate with 2,3-dihydrobenzyl acetate (1b) was slower than with (1a) but gave a similar proportion of meta adduct (21%).     Numerous attempts to prepare lactone (9) by an intramolecular Diels-Alder reaction with 2,3-dihydrobenzyl acrylate (1c) were unsuccessful. 
ER  -

