An efficient synthesis of radicinin analogues

authored by
Marcus Eh, Dietmar Schomburg, Kathrin Schicht, Markus Kalesse
Abstract

We describe herein an enantio- and diastereoselective total synthesis of two radicinin analogues 13 and 14. 13 has been subjected to biological tests, exhibiting the lowest toxicity of all radicinin analogues that have been investigated to date and it depresses the heart ventricular strip and histamine contraction. The key reaction to establish the radicinin skeleton is the reduction of the pseudo C2 symmetrical precursor 11 with the aid of TiCl4 and LiBH4.

Organisation(s)
Institute of Organic Chemistry
External Organisation(s)
Helmholtz Centre for Infection Research (HZI)
Type
Article
Journal
TETRAHEDRON
Volume
51
Pages
8983-8992
No. of pages
10
ISSN
0040-4020
Publication date
14.08.1995
Publication status
Published
Peer reviewed
Yes
ASJC Scopus subject areas
Biochemistry, Drug Discovery, Organic Chemistry
Electronic version(s)
https://doi.org/10.1016/0040-4020(95)00491-P (Access: Closed)