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Synthesis of ginsenoside Rh2 and chikusetsusaponin-LT8 via gold(I)-catalyzed glycosylation with a glycosyl ortho-alkynylbenzoate as donor

✍ Scribed by Jinxi Liao; Jiansong Sun; Yiming Niu; Biao Yu


Book ID
104099149
Publisher
Elsevier Science
Year
2011
Tongue
French
Weight
500 KB
Volume
52
Category
Article
ISSN
0040-4039

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✦ Synopsis


Glycosylation of the acid labile protopanaxadiol derivatives was succeeded with a glycosyl orthohexynylbenzoate as donor under the catalysis of PPh 3 AuNTf 2 , leading to the subsequent elaboration of ginsenoside Rh2 and chikusetsusaponin-LT8 in a concise manner.


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## Abstract Glycosyl __ortho__‐alkynylbenzoates have emerged as a new generation of donors for glycosidation under the catalysis of gold(I) complexes such as Ph~3~PAuOTf and Ph~3~PAuNTf~2~ (Tf=trifluoromethanesulfonate). A wide variety of these donors, including 2‐deoxy sugar and sialyl donors, are