Convenient Synthesis of Building-Blocks for Pyridine/Piperidine-Decorated Crown Ethers / Nawrozkij Maxim B.,Gorbunov Evgeniy B.,Babushkin Alexandre S.,Ruchko Evsey A.,Rusinov Gennadiy L.,Charushin Valeriy N.,Novakov Ivan A. // MACROHETEROCYCLES. - 2014. - V. 7, l. 1. - P. 18-22.

ISSN/EISSN:

1998-9539 / нет данных

Type:

Article

Abstract:

A convenient way to 1-(pyridin-2-yl)ethan-1,2-diol, 2-(oxiran-2-yl)pyridine and two diastereomeric forms of 1-(piperidin-2-yl)ethan-1,2-diol, valuable building-blocks for the synthesis of functionalized crown ethers, has been developed. It is based on the Wagner oxidation or NBS-mediated epoxydation of 2-vinylpyridine, and the Schwenk-Papa reduction of 1-(pyridin-2-yl)ethan-1,2-diol, accompanied by fractional crystallization of a diastereo-meric mixture of the target product.

Author keywords:

2-Vynylpyridine; piperidine; epoxidation; hydroxylation; reduction CATALYZED KINETIC RESOLUTION; MICROBIOLOGICAL TRANSFORMATIONS; EPOXIDE HYDROLASE; ENANTIOPURE (S)-2-PYRIDYLOXIRANE; REDUCTION; PYRIDINE; AGENTS; ACID

DOI:

10.6060/mhc140483n

Web of Science ID:

ISI:000339822900002

Соавторы в МНС:

Другие поля

Поле	Значение
Publisher	IVANOVO STATE UNIV CHEMICAL TECHNOLOGY
Address	FRIEDRICH ENGELS AV., 7, IVANOVO, RF-153000, RUSSIA
Language	English
Keywords-Plus	CATALYZED KINETIC RESOLUTION; MICROBIOLOGICAL TRANSFORMATIONS; EPOXIDE HYDROLASE; ENANTIOPURE (S)-2-PYRIDYLOXIRANE; REDUCTION; PYRIDINE; AGENTS; ACID
Research-Areas	Chemistry
Web-of-Science-Categories	Chemistry, Multidisciplinary
Author-Email	president@vstu.ru
ResearcherID-Numbers	Nawrozkij, Maxim/N-6646-2015 Novakov, Ivan/I-4668-2015 Babushkin, Aleksandr/A-8152-2017
ORCID-Numbers	Nawrozkij, Maxim/0000-0001-5432-1326 Babushkin, Aleksandr/0000-0001-7713-5999
Funding-Acknowledgement	RFBR {[}13-03-00144-a]; Russian Federation {[}MD-1658.2014.3]
Funding-Text	This work was partially supported by RFBR Grant No. 13-03-00144-a and Grant of the President of Russian Federation MD-1658.2014.3.
Number-of-Cited-References	19
Usage-Count-Last-180-days	1
Usage-Count-Since-2013	4
Journal-ISO	Macroheterocyles
Doc-Delivery-Number	AM4KI