E/Z Isomerization of 3,3-disubstituted allylic thioethers |
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| Authors: | Miroslav Havranek Per Sauerberg Pavel Pihera |
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| Institution: | a RE&D VÚFB, s.r.o., Poděbradská 56/186, 180 66 Praha 9, Czech Republic
b Novo Nordisk A/S, Novo Nordisk Park, DK-2670 Måløv, Denmark |
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| Abstract: | Allylic thioethers of the general structure 1 underwent E/Z isomerization during both basic and acidic hydrolysis of the ester moiety at the remote end of the molecule. The isomerization was dependent on the substitution of the allylic moiety. The presence of a 5-membered heterocycle on the double bond supported the isomerization. However, analogous oxy-ethers were stable. |
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| Keywords: | Allylic thioether Allyl sulfide E/Z Isomerization |
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