B. Greve et P. Imming, REGIOSELECTIVITY AND STEREOSELECTIVITY OF WATER ELIMINATION AS A FUNCTION OF RING SIZE, Journal of organic chemistry, 62(23), 1997, pp. 8058-8062
The elimination of water from tertiary alcohols was studied for carboc
ycles of ring size 5-16. The resulting olefins 3-5 were discriminated
by NMR spectroscopy. The relative amount of their formation reflects t
he steric idiosyncrasies of the respective ring systems. The behavior
of the medium-sized rings yielded experimental proof to the I-strain c
oncept.