Ring-Opening of N-tert-Butanesulfinylethynylaziridines with Lithium Tris(dimethylphenylsilyl)zincate: Stereoselective Access to 4-Amino-1-allenylsilanes
The ring-opening of N-tert-butanesulfinylethynylaziridines with lithium tris(dimethylphenylsilyl)zincate is reported. The reaction is demonstrated to be both stereoselective and stereospecific and to proceed through an anti-SN2′ process. Further deprotection of the nitrogen atom under mild conditions allows access to 4-amino-1-(dimethylphenylsilyl)allenes with high yields and levels of stereoselectivity.
A series of substituted fused bicyclic imidazole derivatives, including benzimidazole derivatives and analogues thereof, being potent modulators of human IL-17 activity, are accordingly of benefit in the treatment and/or prevention of various human ailments, including inflammatory and autoimmune disorders.
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Page/Page column 113; 114
(2019/08/06)
Conformationally Driven Two- and Three-Photon Cascade Processes in the Stereoselective Photorearrangement of Pyrroles
A TBSO group has been shown to exert a high degree of stereocontrol during the two-photon photocycloaddition/rearrangement of N-butenylpyrroles to complex tricyclic aziridines. Moreover, this and other bulky groups have been shown to change the outcome of the reaction, promoting a new two-photon sequence to tricyclic imines and an unprecedented stereoselective three-photon sequence to azabicyclo[3.3.1]nonanes.
Koovits, Paul J.,Knowles, Jonathan P.,Booker-Milburn, Kevin I.
supporting information
p. 5608 - 5611
(2016/11/17)
Asymmetric synthesis of 1,2-amino alcohols using tert-butanesulfinimines as chiral auxiliary
Facile and highly stereoselective synthesis of 1,2-amino alcohols has been achieved by the addition of [(dimethylphenyl-silyl)methyl] magnesium chloride to the tert-butanesulfinimines, followed by Fleming-Tamao oxidation of the silicon moiety.
Ko, Chang Hong,Jung, Doo Young,Kim, Min Kyun,Kim, Yong Hae
p. 304 - 308
(2007/10/03)
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