Silica gel triggered transformations of 3-methylenecyclopropylmethyl sulfonates to 3-methylenecyclobutyl analogues: experimental and computational studies.
Methylenecyclopropylcarbinols treated with sulfonyl chloride and Et(3)N form the sulfonated products in almost quantitative yields, which can be transformed to the corresponding 3-methylenecyclobutyl sulfonates with silica gel chromatography work-up. The rational explanation was proposed on the basis of computational studies.
Shao
Li-Xiong
LX
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, China.
Li
Yu-Xue
YX
Shi
Min
M