A new and powerful glycosylation protocol with glycosyl ortho-alkynylbenzoates as donors and Ph 3 PAuOTf as a promoter is disclosed. The donors are readily available and stable; the glycosidic coupling yields are generally excellent; the promotion system is catalytic, neutral, and orthogonal to the
Use of iodine for efficient and chemoselective glycosylation with glycosyl ortho-alkynylbenzoates as donor in presence of thioglycosides
β Scribed by Dutta, Samrat; Sarkar, Swarbhanu; Gupta, Shyam Ji; Sen, Asish Kumar
- Book ID
- 121209459
- Publisher
- Elsevier Science
- Year
- 2013
- Tongue
- French
- Weight
- 989 KB
- Volume
- 54
- Category
- Article
- ISSN
- 0040-4039
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π SIMILAR VOLUMES
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.
## Abstract Glycosyl __ortho__βalkynylbenzoates 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 2βdeoxy sugar and sialyl donors, are