211800-48-5Relevant academic research and scientific papers
Highly enantioselective synthesis of chiral imides and derived products via chiral base desymmetrisation
Adams, David J,Blake, Alexander J,Cooke, Paul A,Gill, Christopher D,Simpkins, Nigel S
, p. 4603 - 4615 (2002)
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.
New symmetry-breaking deprotonation reactions of cyclic imides using a chiral lithium amide base
Adams, David J.,Simpkins, Nigel S.,Smith, Torben J. N.
, p. 1605 - 1606 (2007/10/03)
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.
