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

Authors :: Schulte ML
Turlington ML
Phatak SS
Harp JM
Stauffer SR
Lindsley CW
Source :: Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2013 Sep 02; Vol. 19 (36), pp. 11847-52. Date of Electronic Publication: 2013 Aug 16.
Publication Year :: 2013
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.<br /> (Copyright © 2013 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim.)