211800-50-9

Upstream product

• 75-77-4 chloro-trimethyl-silane 

Downstream Products

• 464189-38-6 (1R,5S)-1-benzoyl-3-phenyl-3-azabicyclo[3.1.0]hexane-2,4-dione 
• 211800-48-5 (1R,5R)-5-benzoyl-3-phenyl-1-trimethylsilyl-3-azabicyclo[3.1.0]hexane-2,4-dione 
• 464189-45-5 (1R,2S)-2-hydroxymethyl-1-(N-phenylcarboxamido)-1-trimethylsilylcyclopropane 
• 464189-43-3 (1R,4R,5S)-4-hydroxy-3-phenyl-1-trimethylsilyl-3-azabicyclo[3.1.0]hexan-2-one 
• 464189-36-4 (1R,5R)-5-(3'-methyl-2'-oxobutyl)-3-phenyl-1-trimethylsilyl-3-azabicyclo[3.1.0]hexane-2,4-dione 

Relevant academic research and scientific papers

New symmetry-breaking deprotonation reactions of cyclic imides using a chiral lithium amide base

Treatment of various N-substituted succinimides, possessing additional three-, four- or five-membered ring-fusion, with a mixture of chiral lithium amide base and Me3SiCl, enables enantioselective silylation to give products in up to 95% ee.

Highly enantioselective synthesis of chiral imides and derived products via chiral base desymmetrisation

The enantioselective deprotonation of several ring-fused imides with a chiral base, followed by electrophilic quenching, gives a range of chiral products in good yield and in ≥91% ee. The absolute stereochemistry of two of the products was determined by X-ray crystallography. A number of the imide products were subjected to further, highly regioselective, transformations, including enolate substitution, reduction and thionation.