Synthetic Transformations of Higher Terpenoids. 36.(*) Synthesis of 13-(Oxazol-5-Yl)-15,16-Bisnorisopimaranes

Synthetic Transformations of Higher Terpenoids. 36.(*) Synthesis of 13-(Oxazol-5-Yl)-15,16-Bisnorisopimaranes Full article

Journal

Chemistry of Natural Compounds
ISSN: 0009-3130 , E-ISSN: 1573-8388

Output data

Year: 2018, Volume: 54, Number: 2, Pages: 293-300 Pages count : 8 DOI: 10.1007/s10600-018-2327-x

Tags

isopimaric acid; oxazoles; amino acids; Wacker oxidation; Kornblum oxidation; XSA

Authors

Gromova M.A. ¹ , Kharitonov Yu.V. ¹ , Rybalova T.V. ^1,2 , Shul'ts E.E. ^1,2

Affiliations

1	(Данные Web of science) Russian Acad Sci, Siberian Branch, NN Vorozhtsov Novosibirsk Inst Organ Chem, 9 Prosp Lavrenteva, Novosibirsk 630090, Russia
2	(Данные Web of science) Novosibirsk State Univ, 2 Pirogova St, Novosibirsk 630090, Russia

The conditions for oxidizing methyl isopimarate to the 15-oxo-15,16-dihydroisopimarate were studied. The latter was used for one-pot syntheses of 13-(oxazol-5-yl)-15,16-bisnorisopimarates that included formation of the 16-oxoaldehyde isopimarate and its condensation with alpha-amino acids. The structures of the synthesized compounds were confirmed by IR, UV, and NMR spectral data and an XSA.

Gromova M.A. , Kharitonov Y.V. , Rybalova T.V. , Shul'ts E.E.
Synthetic Transformations of Higher Terpenoids. 36.(*) Synthesis of 13-(Oxazol-5-Yl)-15,16-Bisnorisopimaranes
Chemistry of Natural Compounds. 2018. V.54. N2. P.293-300. DOI: 10.1007/s10600-018-2327-x WOS Scopus РИНЦ

Published print:	Mar 1, 2018
Published online:	Apr 14, 2018

Web of science	WOS:000430493500020
Scopus	2-s2.0-85045272459
Elibrary	35519198
OpenAlex	W2798183971