
TY  - JOUR
A1  - Coxon, JM 
A1  - Gibson, JR 
T1  - Regiospecific 1,3-<I>syn</I> elimination in the acid-catalysed reaction of (4aa,5&#946;,8a&#946;)-5-Acetoxy-8a-methyldecahydronaphthalen-4a-ol
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1981
VL  - 34
IS  - 12
SP  - 2577
EP  - 2586
KW  - 
UR  - https://doi.org/10.1071/CH9812577 
N2  - The H2SO4-HOAc-Ac2O catalysed dehydration of (4a&#945;,5&#946;,8a&#946;)-5-acetoxy-8a-methyldecahydronaphthalen-4a-ol(1) to give 8a-methyl-cis-l,2,3,4,6,7,8,8a-octahydronaphthalen-1-yl acetate (2) occursstereospecifically with loss of the hydrogen at C1. The reaction is interpreted in terms of the intermediacy of a tight ion pair in which there is sufficient mobility for the departing oxy-anion to act as base in the removal of the C1 &#945;-proton. 
ER  -

