Synthetic transformations of higher terpenoids: XXVIII. Diels-Alder reactions of 16-(trimethylsiloxybutadienyl) labdanoids

Synthetic transformations of higher terpenoids: XXVIII. Diels-Alder reactions of 16-(trimethylsiloxybutadienyl) labdanoids Full article

Journal

Russian Journal of Organic Chemistry
ISSN: 1070-4280 , E-ISSN: 1608-3393

Output data

Year: 2012, Volume: 48, Number: 6, Pages: 840-850 Pages count : 11 DOI: 10.1134/S1070428012060164

Authors

Mironov M.E. ^1,2 , Shul'ts E.E. ¹ , Shakirov M.M. ¹ , Kharitonov Yu.V. ¹ , Tolstikov G.A. ¹

Affiliations

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

15,16-Epoxy-16-(3-trimethylsiloxybuta-1,3-dien-1-yl)labdanoids were synthesized, and their reactions with cyclic dienophiles (1,4-benzoquinone, 1,4-toluquinone, 2-bromo-6-methyl-1,4-benzoquinone, and N-methylmaleimide) were studied. The reactions with unsymmetrically substituted benzoquinones were not selective. Methods for the preparation of hybrid compounds containing furan diterpenoid and substituted naphthoquinone, octahydroisoindoletrione, or hexahydroisoindoledione fragments were proposed.

Mironov M.E. , Shul'ts E.E. , Shakirov M.M. , Kharitonov Y.V. , Tolstikov G.A.
Synthetic transformations of higher terpenoids: XXVIII. Diels-Alder reactions of 16-(trimethylsiloxybutadienyl) labdanoids
Russian Journal of Organic Chemistry. 2012. V.48. N6. P.840-850. DOI: 10.1134/S1070428012060164 WOS Scopus РИНЦ

Миронов М.Е. , Шульц Э.Э. , Шакиров М.М. , Харитонов Ю.В. , Толстиков Г.А.
Синтетические трансформации высших терпеноидов xxviii.* диеновый синтез с участием 16-(триметилсилоксибутадиенил)лабданоидов
Журнал органической химии (RUSS J ORG CHEM+). 2012. Т.48. №6. С.842-852. РИНЦ

Published print:	Jun 1, 2012
Published online:	Jul 5, 2012

Web of science	WOS:000306571600016
Scopus	2-s2.0-84865495064
Elibrary	20471723
OpenAlex	W2083554821