Journal
TETRAHEDRON LETTERS
Volume 49, Issue 25, Pages 4007-4010Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2008.04.090
Keywords
succinimides; Reformatsky-type reaction; samarium diiodide; chiral relay; enantioselective synthesis
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An enantiodivergent strategy for the synthesis of traps-3,4-disubstituted succinimides is reported. The key step is a highly trans-stereoselective SmI(2)-induced Reformatsky-type reaction of 4-substituted-O-benzoylated malimides with carbonyl compounds. Double chirality transmissions were performed with good to excellent diastereoselectivities. (C) 2008 Elsevier Ltd. All rights reserved.
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