Synthesis of terpenoid bis-alpha-sulfanyl oximes and macrocycles on their basis

Synthesis of terpenoid bis-alpha-sulfanyl oximes and macrocycles on their basis Full article

Journal

Russian Chemical Bulletin
ISSN: 1066-5285 , E-ISSN: 1573-9171

Output data

Year: 2010, Volume: 59, Number: 7, Pages: 1467-1471 Pages count : DOI: 10.1007/s11172-010-0264-3

Tags

3-carene; alpha-pinene; nitrosochlorination; ethanedithiol; sulfides; oximes,propane-1,3-dithiol; macrocyclic compounds

Authors

Gorshkov N. B. ¹ , Agafontsev A. M. ¹ , Tkachev A. V. ^1,2

Affiliations

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

A reaction of simple alpha,omega-dithiolates with (+)-3-carene and (-)-alpha-pinene beta-nitroso chlorides goes through the substitution for the chlorine atoms at the quaternary carbon atoms with retention of configuration leading to the corresponding bis-alpha-sulfanyl oximes. Their reaction with dichloromethane under conditions of phase - transfer catalysis takes place at the oxime hydroxyl and gives sulfur - containing macrocyclic compounds.

Gorshkov N.B. , Agafontsev A.M. , Tkachev A.V.
Synthesis of terpenoid bis-alpha-sulfanyl oximes and macrocycles on their basis
Russian Chemical Bulletin. 2010. V.59. N7. P.1467-1471. DOI: 10.1007/s11172-010-0264-3 WOS Scopus РИНЦ

Горшков Н.Б. , Агафонцев А.М. , Ткачев А.В.
Синтез бис-α-сульфанилоксимов терпенового ряда и макроциклов на их основе
Известия Академии наук. Серия химическая.(RUSS CHEM B+). 2010. №7. С.1434. РИНЦ

Published print:	Jul 1, 2010
Published online:	Dec 22, 2010

Web of science	WOS:000285884500027
Scopus	2-s2.0-79951714677
Elibrary	16714309
OpenAlex	W2068890028