KFU. Card publication. Wittig reactions of a bis-triphenylphosphonium pyridoxine derivative

KAZAN
FEDERAL UNIVERSITY

- RUS
- 中文
- ES

WITTIG REACTIONS OF A BIS-TRIPHENYLPHOSPHONIUM PYRIDOXINE DERIVATIVE

Form of presentation

Articles in international journals and collections

Year of publication

2017

Язык

английский

Authors, employees of KFU

Balakin Konstantin Valerevich, author

Bulatov Timur Maratovich, author

Gnezdilov Oleg Ivanovich, author

Iksanova Alfiya Gabdulakhatovna, author

Islamov Daut Rinatovich, author

Nguen Tkhi Nyat Tkhang , author

Pavelev Roman Sergeevich, author

Pugachev Mikhail Vladimirovich, author

Shtyrlin Yuriy Grigorevich, author

Bibliographic description in the original language

Pugachev, M.V. Wittig reactions of a bis-triphenylphosphonium pyridoxine derivative / M.V. Pugachev, T.M. Bulatov, T.T.N. Nguyen, R.S. Pavelyev, O.I. Gnezdilov, O.A. Lodochnikova, D.R. Islamov, O.N. Kataeva, K.V. Balakin, Y.G. Shtyrlin // Tetrahedron Letters – 2017. – V. 58, Iss. 8. – P. 766-769.

Annotation

Wittig reactions of a bis-triphenylphosphonium pyridoxine derivative with five aromatic and aliphatic aldehydes led to a series of mono- and bis-alkenyl substituted products. The reactions also demonstrated unusual reactivity patterns leading to unexpected products, including a Z-shaped hyperconjugated structure with trans-configuration for all three alkene fragments, and a tricyclic 9,10-dihydro-1H-[1,3]dioxino [4,5-c]quinoline formed as a result of non-symmetric Wittig olefination followed by a rare type of intramolecular cyclization. The obtained products represent prospective biologically active agents, while one compound is a potential microenvironment- and interaction-sensitive molecular probe.

Keywords

Pyridoxine, wittig reaction, hydrolysis oxidation, intramolecular cyclization

The name of the journal

Tetrahedron Letters

URL

https://www.scopus.com/inward/record.url?eid=2-s2.0-85009865424&partnerID=40&md5=12e97dc1bbb10e21865fb12b9f907d65

Please use this ID to quote from or refer to the card

https://repository.kpfu.ru/eng/?p_id=163196&p_lang=2

Resource files

File name	Size (MB)	Format
Tetrahedron_Lett_2017.pdf	0,74	pdf	show / download

Full metadata record

Field DC	Value	Language
dc.contributor.author	Balakin Konstantin Valerevich	ru_RU
dc.contributor.author	Bulatov Timur Maratovich	ru_RU
dc.contributor.author	Gnezdilov Oleg Ivanovich	ru_RU
dc.contributor.author	Iksanova Alfiya Gabdulakhatovna	ru_RU
dc.contributor.author	Islamov Daut Rinatovich	ru_RU
dc.contributor.author	Nguen Tkhi Nyat Tkhang	ru_RU
dc.contributor.author	Pavelev Roman Sergeevich	ru_RU
dc.contributor.author	Pugachev Mikhail Vladimirovich	ru_RU
dc.contributor.author	Shtyrlin Yuriy Grigorevich	ru_RU
dc.date.accessioned	2017-01-01T00:00:00Z	ru_RU
dc.date.available	2017-01-01T00:00:00Z	ru_RU
dc.date.issued	2017	ru_RU
dc.identifier.citation	Pugachev, M.V. Wittig reactions of a bis-triphenylphosphonium pyridoxine derivative / M.V. Pugachev, T.M. Bulatov, T.T.N. Nguyen, R.S. Pavelyev, O.I. Gnezdilov, O.A. Lodochnikova, D.R. Islamov, O.N. Kataeva, K.V. Balakin, Y.G. Shtyrlin // Tetrahedron Letters – 2017. – V. 58, Iss. 8. – P. 766-769.	ru_RU
dc.identifier.uri	https://repository.kpfu.ru/eng/?p_id=163196&p_lang=2	ru_RU
dc.description.abstract	Tetrahedron Letters	ru_RU
dc.description.abstract	Wittig reactions of a bis-triphenylphosphonium pyridoxine derivative with five aromatic and aliphatic aldehydes led to a series of mono- and bis-alkenyl substituted products. The reactions also demonstrated unusual reactivity patterns leading to unexpected products, including a Z-shaped hyperconjugated structure with trans-configuration for all three alkene fragments, and a tricyclic 9,10-dihydro-1H-[1,3]dioxino [4,5-c]quinoline formed as a result of non-symmetric Wittig olefination followed by a rare type of intramolecular cyclization. The obtained products represent prospective biologically active agents, while one compound is a potential microenvironment- and interaction-sensitive molecular probe.	ru_RU
dc.language.iso	ru	ru_RU
dc.subject	Pyridoxine	ru_RU
dc.subject	wittig reaction	ru_RU
dc.subject	hydrolysis oxidation	ru_RU
dc.subject	intramolecular cyclization	ru_RU
dc.title	Wittig reactions of a bis-triphenylphosphonium pyridoxine derivative	ru_RU
dc.type	Articles in international journals and collections	ru_RU