SYNTHETIC TRANSFORMATIONS OF HIGHER TERPENOIDS. XXXIV. PREPARATION OF CARBOXYL DERIVATIVES OF ISOPIMARIC ACID

SYNTHETIC TRANSFORMATIONS OF HIGHER TERPENOIDS. XXXIV. PREPARATION OF CARBOXYL DERIVATIVES OF ISOPIMARIC ACID Научная публикация

Журнал

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

Вых. Данные

Год: 2014, Том: 50, Номер: 4, Страницы: 673-680 Страниц : DOI: 10.1007/s10600-014-1050-5

Ключевые слова

isopimaric acid; N-substituted amides; 2,5-disubstituted oxazoles; 5-methyleneoxazoles; cycloisomerization; bromination

Авторы

Timoshenko M. A. ^1,2 , Ayusheev A. B. ^1,2 , Kharitonov Yu. V. ¹ , Shakirov M. M. ¹ , Shul'ts E. E. ¹

Организации

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

New isopimaric acid derivatives containing amines and methyl esters of alpha-, beta-, and omega-amino acids were prepared. Conditions were found for cyclic isomerisation of isopimaric acid propargylamide into 2-(dodecahydrophenanthren-1-yl)-5-methyloxazole or 2-(dodecahydrophenanthren-1-yl)-5-methylene-4,5-dihydrooxazole. The latter was selectively modified by adding the methyl ester of (2-methylamino) butanoic acid at the oxazole C-5 position.

Timoshenko M.A. , Ayusheev A.B. , Kharitonov Y.V. , Shakirov M.M. , Shul'ts E.E.
SYNTHETIC TRANSFORMATIONS OF HIGHER TERPENOIDS. XXXIV. PREPARATION OF CARBOXYL DERIVATIVES OF ISOPIMARIC ACID
Chemistry of Natural Compounds. 2014. V.50. N4. P.673-680. DOI: 10.1007/s10600-014-1050-5 WOS Scopus РИНЦ OpenAlex

Опубликована online:	14 сент. 2014 г.
Опубликована в печати:	1 окт. 2014 г.

Web of science:	WOS:000343212900021
Scopus:	2-s2.0-84911942405
РИНЦ:	24006961
OpenAlex:	W2088918814

БД	Цитирований
Web of science	16
Scopus	17
РИНЦ	17
OpenAlex	14