Efficient conversion of aucubin into 6-epi-aucubin

Authors
Cachet, X Deguin, B Koch, M Makhlouf, K Tillequin, F
Citation
X. Cachet et al., Efficient conversion of aucubin into 6-epi-aucubin, J NAT PROD, 62(2), 1999, pp. 400-402
Citations number
31
Categorie Soggetti
Agricultural Chemistry","Pharmacology & Toxicology
Journal title
JOURNAL OF NATURAL PRODUCTS
ISSN journal
01633864 → ACNP
Volume
62
Issue
2
Year of publication
1999
Pages
400 - 402
Database
ISI
SICI code
0163-3864(199902)62:2<400:ECOAI6>2.0.ZU;2-V
Abstract
Selective deprotection of peracetylaucubin (3) by use of KCN led to 6-O-ace tylaucubin (4), which was readily converted into 2',3',4',6',10-penta-O-ben zoylaucubin (7). Configuration inversion performed on 7, using a modified M itsunobu reaction, followed by deprotection, afforded 6-epi-aucubin (2).