252639-93-3Relevant academic research and scientific papers
Access to Stereodefined (E)-2-Silylallylboronates via Regioselective Chloroboration of Allenylsilanes
Yang, Zhantao,Liu, Tingjie,Chen, Xixi,Wan, Ranran,Li, Yang,Wang, Xianzhen,Yang, Chun-Hua,Chang, Junbiao
supporting information, p. 9541 - 9544 (2019/11/20)
A catalyst-free method for the highly regioselective chloroboration of allenylsilanes is described. In the presence of BCl3 and 2,6-lutidine, chloroboration of allenylsilanes proceeds smoothly without any catalyst, and the product could be treated with pinacol to afford the corresponding pinacol borates in one-pot reaction. This reaction provides a direct approach to construct valuable 2-silylallylboronate frameworks with operational simplicity and high atom-economy.
Cobalt-catalyzed asymmetric addition of silylacetylenes to 1,1-disubstituted allenes
Sawano, Takahiro,Ou, Keiyu,Nishimura, Takahiro,Hayashi, Tamio
, p. 8986 - 8993 (2013/10/08)
The asymmetric addition of silylacetylenes to 1,1-disubstituted allenes proceeded in the presence of a cobalt/chiral bisphosphine ligand to give the corresponding enynes with high enantioselectivity. The results of deuterium-labeling experiments indicated
Epoxidation of 4-alkylidenecyclopentenones: A route to the 1-oxaspiro[2.4]hept-6-en-5-one framework
Ahmar, Mohammed,Thome, Stephane,Cazes, Bernard
, p. 7093 - 7105 (2013/02/23)
Thanks to their lack of polarity, the exocyclic double bonds of 4-alkylidenecyclopentenones 4 are selectively epoxidized by MCPBA to give spiroepoxycyclopentenones 7, which feature the nonclassical 1-oxaspiro[2.4]hept- 6-en-5-one framework. Under acidic c
Stereoselective C-glycosidations with achiral and enantioenriched allenylsilanes
Brawn, Ryan A.,Panek, James S.
supporting information; experimental part, p. 4624 - 4627 (2010/12/19)
Allenylsilanes are used as carbon nucleophiles in highly stereoselective Lewis acid-promoted C-glycosidations, resulting in the introduction of an internal alkyne with an adjacent stereocenter. Both achiral and chiral allenylsilanes form the desired products with high diastereoselectivity, where the nucleophile adds exclusively to the α-face of the intermediate oxonium ion. Reactions with glucal and galactal afford dihydropyran products, while reactions with a ribose derivative yield dihydrofuran products.
