4.5 Article

Enantiocontrolled synthesis of 3-pyrrolines from α-amino allenes

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2004, Issue 15, Pages 3240-3243

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200400211

Keywords

allenes; cyclization; nitrogen heterocycles

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Cyclization of alpha-amino allenes in the presence of N-bromo-succinimide afforded pyrrolines in good yields. The products were obtained with high enantiomeric excesses when optically active allenes were used as substrates. The synthesis of a 2,5-dehydroprolinol derivative is also presented. (C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

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