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

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.

SUBMITTER: Schulte ML 

PROVIDER: S-EPMC3925759 | biostudies-literature | 2013 Sep

REPOSITORIES: biostudies-literature

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

Schulte Michael L ML   Turlington Mark L ML   Phatak Sharangdhar S SS   Harp Joel M JM   Stauffer Shaun R SR   Lindsley Craig W CW  

Chemistry (Weinheim an der Bergstrasse, Germany) 20130816 36

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. ...[more]

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