arene-catalyzed lithiation of phenyl- and 1,1-diphenylcyclopropane: synthetic applications
TRANSCRIPT
2007
Ring opening reactionsO 0132 Arene-Catalyzed Lithiation of Phenyl- and 1,1-Diphenylcyclopropane: Synthetic
Applications. — The treatment of cyclopropanes (I) or (XI) according to A) results in formation of open-chain lithiated intermediates. They are trapped with different elec-trophiles (silanes, ketones, and aldehydes) to give, after hydrolysis, the products shown in the scheme. The regiochemistry in the case of substrate (XI) is influenced by steric factors in the lithiated intermediate and the electrophile. — (GOMEZ*, C.; LILLO, V. J.; YUS, M.; Tetrahedron 63 (2007) 22, 4655-4662; Dep. Quim. Org., Fac. Cienc., Univ. Alicante, E-03080 Alicante, Spain; Eng.) — Klein
37- 038
2007