Literature DB >> 23956045

Total synthesis of stemaphylline N-oxide and related C9a-epimeric analogues.

Michael L Schulte1, Mark L Turlington, Sharangdhar S Phatak, Joel M Harp, Shaun R Stauffer, Craig W Lindsley.   

Abstract

Winning the relay: The first total synthesis of stemaphylline N-oxide has been completed utilizing a bistandem relay ring-closing-metathesis (RRCM) strategy, necessitated by the conformation of the requisite tetraene. This effort also gave unnatural 9a-epi-stemaphylline and 9a-epi-stemaphylline N-oxide.
Copyright © 2013 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  alkaloids; metathesis; stemaphylline; stemaphylline N‐oxide; total synthesis

Mesh:

Substances:

Year:  2013        PMID: 23956045      PMCID: PMC3925759          DOI: 10.1002/chem.201302669

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


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