Rhodium/Ming-Phos-catalyzed asymmetric annulation reaction of silacyclobutanes with terminal alkynes  

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作  者:Yue Sun Kaida Zhou Chun Ma Zhiming Li Junliang Zhang 

机构地区:[1]Department of Chemistry,Fudan University,Shanghai 200438,China [2]Zhuhai Fudan Innovation Institute,Hengqing District,Zhuhai 519000,China

出  处:《Green Synthesis and Catalysis》2024年第3期205-210,共6页绿色合成与催化(英文)

基  金:the funding support of the National Key R&D Program of China(No.2021YFF0701601);NSFC(Nos.22031004 and 21921003);Shanghai Municipal Education Commission(No.20212308);Science and Technology Commission of Shanghai Municipality(No.23ZR1404800).

摘  要:Asymmetric ring-expansion reactions of silacyclobutanes(SCBs)with alkynes have evolved as one of the powerful protocols for the construction of silicon-stereogenic compounds.However,the achievement of highly enantioselective annulation of SCBs with terminal alkynes remains a challenge.Herein,we report a rhodium-catalyzed asymmetric annulation reaction of SCBs with terminal alkynes,which relies on the newly identified chiral sulfinamide phosphine ligand Ming-Phos.This catalytic system exhibits unique effects under mild conditions,leading to the direct synthesis of structurally diverse chiral silacycles in moderate to good yields with high enantioselectivities(up to 95%ee).

关 键 词:Rhodium-catalysis Asymmetric annulation reaction Silicon-stereogenic Silacyclobutanes Terminal alkynes 

分 类 号:O62[理学—有机化学]

 

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