Diastereo- and enantioselective Mannich/cyclization cascade reaction of isocyanoacetates with cyclic sulfamide ketimines by cinchona alkaloid squaramide/AgOAc cooperative catalysis

2018 ◽  
Vol 16 (25) ◽  
pp. 4641-4649 ◽  
Author(s):  
Mei-Xin Zhao ◽  
Zhi-Wen Dong ◽  
Guang-Yu Zhu ◽  
Xiao-Li Zhao ◽  
Min Shi
Keyword(s):  
Cascade Reaction ◽  
Optically Active ◽  
Cinchona Alkaloid ◽  
Cooperative Catalysis ◽  
Mannich Cyclization

This reaction provides facile access to a variety of optically active imidazoline-fused sulfahydantoin derivatives in excellent yields and good to excellent stereoselectivities.

scholarly journals Preparation of optically active bicyclodihydrosiloles by a radical cascade reaction

2013 ◽  
Vol 9 ◽  
pp. 1326-1332 ◽  
Author(s):  
Koichiro Miyazaki ◽  
Yu Yamane ◽  
Ryuichiro Yo ◽  
Hidemitsu Uno ◽  
Akio Kamimura
Keyword(s):  
Silicon Atom ◽  
Cascade Reaction ◽  
Radical Cyclization ◽  
Optically Active ◽  
Unsaturated Ester ◽  
Terminal Alkyne ◽  
Silyl Radical ◽  
Vinyl Radical ◽  
Radical Cascade ◽  
Carbonyl Radical

Bicyclodihydrosiloles were readily prepared from optically active enyne compounds by a radical cascade reaction triggered by tris(trimethylsilyl)silane ((Me3Si)3SiH). The reaction was initiated by the addition of a silyl radical to an α,β-unsaturated ester, forming an α-carbonyl radical that underwent radical cyclization to a terminal alkyne unit. The resulting vinyl radical attacked the silicon atom in an SHi manner to give dihydrosilole. The reaction preferentially formed trans isomers of bicyclosiloles with an approximately 7:3 to 9:1 selectivity.

Bifunctional organo/metal cooperative catalysis with cinchona alkaloid scaffolds

2012 ◽  
Vol 3 (4) ◽  
pp. 942-958 ◽  
Author(s):  
Linus Stegbauer ◽  
Filippo Sladojevich ◽  
Darren J. Dixon
Keyword(s):  
Cinchona Alkaloid ◽  
Cooperative Catalysis

Cascade bio-hydroxylation and dehalogenation for one-pot enantioselective synthesis of optically active β-halohydrins from halohydrocarbons

2019 ◽  
Vol 21 (16) ◽  
pp. 4324-4328 ◽  
Author(s):  
Hai-Bo Cui ◽  
Ling-Zhi Xie ◽  
Nan-Wei Wan ◽  
Qing He ◽  
Zhi Li ◽  
...  
Keyword(s):  
Cascade Reaction ◽  
Optically Active ◽  
Enantioselective Synthesis ◽  
One Pot

A stereoselective hydroxylation and enantioselective dehalogenation cascade reaction was developed for the synthesis of optically active β-haloalcohols from halohydrocarbons.

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