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1 article(s) from Weidmann, Verena

Elucidation of the regio- and chemoselectivity of enzymatic allylic oxidations with Pleurotus sapidus – conversion of selected spirocyclic terpenoids and computational analysis

Verena Weidmann,
Mathias Schaffrath,
Holger Zorn,
Julia Rehbein and
Wolfgang Maison

Beilstein J. Org. Chem. 2013, 9, 2233–2241, doi:10.3762/bjoc.9.262

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Figure 1: Selected biocatalytic allylic and benzylic oxidations with the lyophilisate of Pleurotus sapidus (P...

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Scheme 1: Biocatalytic allylic oxidation of theaspirane (1) with lyophilisates of PSA. Only one enantiomer of...

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Figure 2: Selected bioactive terpenoids based on spiroether backbones [38,39].

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Scheme 2: Intramolecular silyl modified Sakurai reaction to spiroethers 7–9 and 11–13.

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Scheme 3: Biocatalytic allylic oxidation of spiroethers 7, 8, 11 and 12 with the lyophilisate of PSA. Convers...

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Figure 3: Bond-dissociation enthalpies for three allylic C–H bonds in 11. Double stabilization of the radical...

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Scheme 4: Improved 3-step synthesis of vitispirane (23) from theaspirane (1). Only one enantiomer of racemic ...

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Scheme 5: Oxidation of vitispirane (23) with PSA gave enone 24 and two diastereomeric allyl alcohols 26a and ...

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Published 29 Oct 2013

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