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. Author manuscript; available in PMC: 2015 Feb 1.
Published in final edited form as: Nat Commun. 2014 Aug 1;5:4455. doi: 10.1038/ncomms5455

Figure 5.

Figure 5

Control studies relevant to the synthesis of cyclopentane 15. (a) Chirality transfer control for the oxy-Cope rearrangement. Matched (b) and mismatched (c) tandem oxy-Cope rearrangement hetero-ene reactions of stereoisomerically pure 3-hydroxy-1,3-hexadienes (13 and epi-13, respectively). Matched (d) and mismatched (e) one-pot cyclopentane (15) syntheses. (f) Justification for high, but imperfect, diastereocontrol during the rhodium-catalyzed ylide formation/[2,3]-sigmatropic rearrangement.