| Literature DB >> 27400182 |
Renzeng Shen1, Xin Cao1, Stephane Laval1, Jiansong Sun2, Biao Yu1.
Abstract
A total of 14 ocotillol-type ginsenosides were conveniently synthesized employing glycosylation of ocotillol sapogenin derivatives with glucosyl ortho-alkynylbenzoate donors under the promotion of a gold(I) catalyst as the key step. Relying on a rational protecting group strategy and the unexpected regioselectivity of the glycosylation of the 3,25-diol sapogenins (2a/2b, 5a/5b) for the tertiary 25-OH, mono 3-O-glucosyl ocotillol-PPD, 6-O-glucosyl ocotillol-PPT, 25-O-glucosyl ocotillol-PPD/PPT and 3,25-di-O-glucosyl ocotillol-PPD/PPT ginsenosides were prepared in which the configuration at the C-24 is either R or S.Entities:
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Year: 2016 PMID： 27400182 DOI： 10.1021/acs.joc.6b01265
Source DB: PubMed Journal: J Org Chem ISSN： 0022-3263 Impact factor: 4.354