Diterpenes of the cascarillin group from dodonaea spp.

✍ Scribed by P.R. Jeffries; T.G. Payne

• Publisher: Elsevier Science
• Year: 1967
• Tongue: French
• Weight: 335 KB
• Volume: 8
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)89602-7

✦ Synopsis

Aa an ataneion of ar work (1) an Dodonaaa w. wo nw report ditermnes uhioh poeae68 a roarrangod mnantio-labdane rkoloton of the typo uhibitod by the oaaoarillin8 (2 1. !lh dhor atraot of D. l ttonuata A.Cunn. (Sapindaooao) garo tho aaetoxy-hydroxy-aoid I, C**HsoOe, P.P. 160-162°, [a& -loo",A_ 21~(lblO,tW) ar th mjor aoidicl oonatituent. The IIW apoatrm* of I dwwad l ignalm at 2.6S, 2.77, 3.7leattributod to the tuoa and one B proton of a B4ubmtitutod furan rinu. A triplet at 3.26Z(lli; J,3o/m) was ascrignad to a f)-viny proton in ancre-wa~at~oa~l~~iaghri~ amothylmogroupadjaoontto f3w vinyl h;ldrog.% Slaglob at S.l8(3H), 7.97(sH) wore u&ind to a totiiuy ~lwthyl and aaotato group rompwtiroly. Saponifioation or LiBR4 roduotion of ttw ~tural aoid I gave a dibNroxy-aoid II, m.p. 174-170°, [cbJD -107', mhioh vdwn luatod with H,I'-dioy~lohaylaarbodiimido (3) in pyridino, IV. &= ai V. R= QRo VI. R= Ii l IWLmpaotrawere reoordad\uing a VarianMOmpo~tu. Spoetramro run inCXCIS or CtEcl as l olrart and ohrioal shifta raordmd on thm C4oalo relatirr to T.&S. Coup& OOM~AII~ mr* &rind fm fir8t or&r analy8im.