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Asymmetric induction in [1+4] cycloadditions of vinyl isocyanates with chiral nucleophilic carbenes

✍ Scribed by James H. Rigby; Alexandre Cavezza; Mary Jane Heeg

Publisher: Elsevier Science
Year: 1999
Tongue: French
Weight: 214 KB
Volume: 40
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(99)00280-4

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✦ Synopsis

Several chirally-modified nucleophilic carbenes afford useful levels of asymmetric induction during [1+4] cycloaddition with vinyl isocyanate reaction partners. Carbenes derived from the 1,2-aminoalcohols (1R,2S)-ephedrine and (1R,2S)-methylaminoindanol proved to be the most effective for delivering high levels of asymmetric induction.

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