57475-62-4Relevant articles and documents
Cetyltrimethylammonium bromide catalysed sodium periodate oxidation of olean-12-en-28-ols and urs-12-en-28-ols: Construction of Δ11-13β,28-epoxy system of saikogenins: Partial synthesis of 16-deoxysaikogenin-F
Mehrotra,Singh,Popli
, p. 425 - 429 (2007/10/02)
Olean-12-en-28-ols and urs-12-en-ols, when reacted with sodium periodate in the presence of cetyltrimethylammonium bromide, undergo oxidative cyclization to give Δ11-13β,28-epoxy derivatives in moderate yields. Hederagenin has been converted into 16-deoxysaikogenin-F.
CHEMICAL MODIFICATION OF OLEANENE-OLIGOGLYCOSIDES BY MEANS OF ANODIC OXIDATION
Yoshikawa, Masayuki,Wang, Hui Kang,Tosirisuk, Veeraphan,Kitagawa, Isao
, p. 3057 - 3060 (2007/10/02)
By utilizing anodic oxidation as the key reaction, various olean-12-ene sapogenols were readily converted into olean-11-en-28,13β-olide, 11α,12α-epoxy-oleanan-28,13β-olide, and 13β,28-epoxy-olean-11-ene derivatives, respectively in high yields.Since previous protection of hydroxyl groups in the starting compounds was not required, the conversion method was directly applied to hederagenin oligoglycosides and corresponding oligoglycosides of olean-11-ene sapogenols, functionalized as above, were successfully synthesized.KEYWORDS - anodic oxidation; olean-12-ene sapogenol; olean-11-en-28,13β-olide; 11α,12α-epoxy-oleanan-28,13β-olide; 13β,28-epoxy-olean-11-ene; triterpene oligoglycoside; Sapindus mukurossi