Organocatalytic enantioselective formal synthesis of bromopyrrole alkaloids via aza-Michael addition.

نویسندگان

  • Su-Jeong Lee
  • Seok-Ho Youn
  • Chang-Woo Cho
چکیده

An unprecedented organocatalytic enantioselective formal synthesis of bromopyrrole alkaloid natural products is reported. An organocatalytic aza-Michael addition using pyrroles as the N-centered nucleophile is utilized as the enantioselective step to construct the nitrogen-substituted stereogenic carbon center in bromopyrrole alkaloids in good yield and excellent enantioselectivity. The aza-Michael product is converted via lactamization using a Staudinger-type reductive cyclization to the key intermediate, which was previously used in the total synthesis of bromopyrrole alkaloid natural products.

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عنوان ژورنال:
  • Organic & biomolecular chemistry

دوره 9 22  شماره 

صفحات  -

تاریخ انتشار 2011