Two types of highly functionalized C-glycosides were stereoselectively synthesized from an ethynylvinyl-methanol-derived O-glycoside in one step through acetal Wittig rearrangements (see scheme). The [1,2] Wittig rearrangement affords the 1β-C-glycoside that has contiguous quarternary chiral centers at the C1 and C1′ positions, while the [1,4] Wittig rearrangement has been used for the first time in the synthesis of C-glycosides.
|Number of pages||3|
|Journal||Angewandte Chemie - International Edition|
|Publication status||Published - Dec 15 2000|
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