Synthesis of a new chiral cyclic aminal derived from rac-1,2-propanediamine

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F68378271%3A_____%2F12%3A00384343" target="_blank" >RIV/68378271:_____/12:00384343 - isvavai.cz</a>

Result on the web

<a href="http://dx.doi.org/10.1016/j.tetlet.2012.08.154" target="_blank" >http://dx.doi.org/10.1016/j.tetlet.2012.08.154</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1016/j.tetlet.2012.08.154" target="_blank" >10.1016/j.tetlet.2012.08.154</a>

Result language

angličtina

Original language name

Synthesis of a new chiral cyclic aminal derived from rac-1,2-propanediamine

Original language description

The cyclic aminal 4,9-dimethyl-1,3,6,8-tetraazatricyclo[4.4.1.13,8]dodecane was synthesized by the reaction of rac-1,2-propanediamine with paraformaldehyde in an aqueous solution. 1H NMR analysis clearly revealed that the compound is chiral and racemic with an axis of chirality. To our knowledge, this is the first example of an azaadamantane derivative having axial chirality. This aminal was used in a Mannich type reaction with p-chlorophenol yielding 2,20-[(4-methylimidazolidine-1,3-diyl)dimethanediyl]bis(4-chlorophenol), which was determined by single X-ray diffraction analysis.

Czech name

—

Czech description

—

Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

BM - Solid-state physics and magnetism

OECD FORD branch

—

Project

—

Continuities

Z - Vyzkumny zamer (s odkazem do CEZ)

Publication year

2012

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Tetrahedron Letters

ISSN

0040-4039

e-ISSN

—

Volume of the periodical

53

Issue of the periodical within the volume

45

Country of publishing house

GB - UNITED KINGDOM

Number of pages

4

Pages from-to

6132-6135

UT code for WoS article

000310760800037

EID of the result in the Scopus database

—