Tetrahedron Asymmetry, volume 13, issue 1, pages 87-93
Synthesis of new, highly hindered C2-symmetric trans-(2S,5S)-disubstituted pyrrolidines
Varinder K. Aggarwal
1
,
Franck Sandrinelli
1
,
Jonathan P. H. Charmant
1
Publication type: Journal Article
Publication date: 2002-02-01
Catalysis
Organic Chemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Abstract
trans-(2S,5S)-(1,1-Diphenylmethyl)pyrrolidine has been prepared from the corresponding diester in four steps and 54% overall yield. Key steps involve the nucleophilic addition of an organomagnesiun reagent to a carbonyl compound promoted by cerium(III) chloride and the reductive removal of benzylic trimethylsilyloxyl groups with Me3SiCl–NaI–MeCN and water.
Found
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