The Journal of Organic Chemistry

Synthesis of polycyclic homocyclopropylcarbinols by reductive cyclization of bromocyclopropyl epoxides

LA Last, ER Fretz, RM Coates

文献索引：Last, Larry A.; Fretz, E. Robert; Coates, Robert M. Journal of Organic Chemistry, 1982 , vol. 47, # 17 p. 3211 - 3219

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被引用次数: 34

摘要

A new synthetic route to polycyclic homocyclopropylcarbinols has been realized by lithiation of bromocyclopropyl epoxides with n-butyllithium and subsequent intramolecular attack of the metalated cyclopropane ring onto the epoxide. A series of seven bromocyclopropyl epoxides was prepared from diene precursors in three or four steps by dibromocyclopropanation, epoxidation, and stereoselective reduction of one bromine ...