Tetrahedron p. 2965 - 2974 (1983)
Update date:2022-08-04
Topics:
Chatterjee, A.
Banerjee, D.
Banerjee, B.
Mallik, R.
Nucleophilic ring-opening of epoxides 2(a-d) with carbanions of different steric requirements under refluxing benzene afforded a single stereoisomer of the cyclopropane derivatives 4.The same reaction under refluxing ethanol gave the normal products, i.e. the trans-lactones 6.Mechanism and high stereoselectivity observed in the novel cyclopropane formation, and regiospecific cleavage of the cyclopropane carboxylic acids (in 4) have also been discussed in detail.
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Doi:10.1016/S0022-328X(99)00660-9
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