Naturalproductman’s Blog

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Archive for the ‘Tetrahydroisoquinolines’ Category

Ring Expansion

Posted by naturalproductman on January 12, 2010

Okiko Miyata and co-workers from Kobe Pharmaceutical University have recently published in JOC on a rearrangement that looks like a Beckmann rearrangement but not really.  The reaction is a ring expansion of an N-indanyl(methoxy)amine to tetrahydroquinoline structures – a five to six membered ring expansion using an organolithium or Grignard reagent.


JOC paper

Posted in Alkaloids, Cascade Reactions, Methodology, Ring expansion, Tetrahydroisoquinolines | Leave a Comment »

Renieramycin M

Posted by naturalproductman on November 6, 2009

Jieping Zhu and co-worker at CNRS have recently published in Organic Letters on the synthesis of Renieramycin M – a tetrahydroisoquinoline alkaloid with potent bioactivity.  They used aziridine subunits to introduce the nitrogen atoms in this molecule.



OL paper

Posted in Alkaloids, Aromatic, Methodology, Ring Opening, Tetrahydroisoquinolines, Transition Metal | Leave a Comment »