1345817-45-9Relevant academic research and scientific papers
Allylic substitution on cyclopentene and -hexene rings with alkynylcopper reagents
Wang, Qian,Kobayashi, Yuichi
, p. 6252 - 6255 (2012/01/15)
Substitution of cyclic allylic picolinates with a reagent derived from TMS-C≡CMgBr and a copper salt was investigated. Although the previous type of reagent (TMSC≡CMgBr and CuBr?Me2S) developed for linear allylic picolinates was less product selective and regioselective, the Cu(acac)2-derived reagent was highly selective (94-95%) to afford the SN2′ product in good yields. As an application, several C-C bond formations at the acetylenic carbon and the synthesis of the PG intermediate were studied with success.
