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• W2161036997 abstract "A solid-phase synthesis of dexoxadrol analogues like-13 and unlike-13 bearing an oxo group in the 4-position of the piperidine ring has been developed using aminomethyl substituted polystyrene resin as solid support. The synthesis comprises a hetero-Diels–Alder reaction of imine 7b with Danishefsky’s diene 8 in the presence of the Lewis acid Yb(OTf)3 and a conjugate reduction of the double bond of 9b with LiBHEt3 and BF3. The cleavage of the product from the solid support was performed with 1-chloroethyl chloroformate. All transformations on the solid support and additionally the cleavage reaction had to be compatible with the large and acid labile acetalic 1,3-dioxolane moiety in 2-position of the piperidine ring. The oxodexoxadrol derivative 12 was obtained in an overall yield of 17 %." @default.
• W2161036997 created "2016-06-24" @default.
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• W2161036997 date "2013-01-01" @default.
• W2161036997 modified "2023-10-05" @default.
• W2161036997 title "Solid-Phase Organic Synthesis of Dexoxadrol Analogues" @default.
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• W2161036997 doi "https://doi.org/10.1071/ch12356" @default.
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