1393377-33-7Relevant academic research and scientific papers
Chemo- and Stereoselective Crotylation of Aldehydes and Cyclic Aldimines with Allylic gem-Diboronate Ester
Park, Jinyoung,Choi, Seoyoung,Lee, Yeosan,Cho, Seung Hwan
supporting information, p. 4054 - 4057 (2017/08/15)
We report a highly chemo- and stereoselective crotylation of aldehydes and cyclic aldimines with allylic-gem-diboronate ester as a new type of organoboron reagent. The allylic-gem-diboronate ester undergoes the crotylation with aldehydes and cyclic aldimines in excellent stereoselectivity, forming anti-5,6-disubstituted oxaborinin-2-ols or (E)-δ-boryl-anti-homoallylic amines in high efficiency. The reaction shows a wide range of substrate scope and excellent functional group tolerance. The synthetic applications of the obtained products, including stereospecific C-C, C-O, and C-Cl bond formation, are also demonstrated.
Phosphine-Catalyzed [4 + 2] Annulation of Allenoate with Sulfamate-Derived Cyclic Imines: A Reaction Mode Involving γ′-Carbon of α-Substituted Allenoate
Mao, Biming,Shi, Wangyu,Liao, Jianning,Liu, Honglei,Zhang, Cheng,Guo, Hongchao
supporting information, p. 6340 - 6343 (2017/12/08)
A phosphine-catalyzed [4 + 2] cycloaddition of cyclic α-substituted allenoates with sulfamate-derived cyclic imines has been reported. Using dibenzylphenylphosphine as the nucleophilic catalyst, the reaction worked efficiently to yield various fused multicyclic heterocyclic compounds in high yields with excellent diastereoselectivities. It undergoes a new reaction mode involving γ′-carbon of α-substituted allenoate.
PPh3-catalyzed ring-expansion reactions of sulfamate-derived cyclic imines with acetylenedicarboxylates
Yang, Zhilin,Yu, Hao,Zhang, Lei,Wei, Hang,Xiao, Yumei,Chen, Lanzhen,Guo, Hongchao
supporting information, p. 313 - 318 (2014/01/06)
The PPh3-catalyzed ring-expansion reaction of sulfamate-derived cyclic imines with acetylenedicarboxylates has been developed. The reaction works quite efficiently under very mild conditions to afford benzo[g][1,2,3]oxathiazocine-4,5-dicarboxylate 2,2-dioxide derivatives in high yields. Copyright
Enantioselective rhodium-catalyzed addition of potassium alkenyltrifluoroborates to cyclic imines
Luo, Yunfei,Carnell, Andrew J.,Lam, Hon Wai
supporting information; experimental part, p. 6762 - 6766 (2012/08/13)
Fixed: Cyclic imines, in which the C=N bond is constrained in the Z geometry, have been identified as highly effective substrates for enantioselective rhodium-catalyzed additions of potassium alkenyltrifluoroborates. Not only is the alkene in the products a useful functional handle for subsequent manipulations, products containing aryl sulfamates may be employed in nickel-catalyzed Suzuki-Miyaura and Kumada coupling reactions to generate further compounds of interest. Copyright
