Murali, D and Rao, Krishna GS (1987) Studies in terpenoids. Part LXXI. Synthesis of $(\pm )$ -sydonic acid. In: Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 26B (2). pp. 156-157.
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Sydonic acid $[I; R = C(OH)Me CH_2CH_2CH_2CHMe_2, R_1 = R_3 = H, R_2 = CO_2H]$ was prepd. in 2 steps via regioselective oxidn. of $I (R = R_3 = Ac, R_1 = H, R_2 = Me)$ with $Et_3(PhCH_2)N+MnO_4$ followed by treatment with $Me2CHCH_2CH_2CH_2MgBr$. Similar oxidn. of $I (R = R_3 = Ac, R_1 = R_2 = Me)$ gave 3 products, of which $I (R = R_3 = Ac, R_1 = Me, R_2 = CO_2H)$ is a precursor of pyrenochaetic acid A $(I; R = COCH:CHMe; R_1 = R_3 = Me, R_2 = CO_2H)$.
| Item Type: | Journal Article |
|---|---|
| Publication: | Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry |
| Publisher: | National Institute of Science Communication and Information Resources |
| Additional Information: | Copyright belongs to NISCAIR |
| Department/Centre: | Division of Chemical Sciences > Organic Chemistry |
| Date Deposited: | 03 Mar 2008 |
| Last Modified: | 27 Aug 2008 13:12 |
| URI: | http://eprints.iisc.ac.in/id/eprint/13135 |
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