Total syntheses of oroidin, hymenidin and clathrodin

The total syntheses of oroidin, hymenidin and clathrodin are reported via the intermediacy of an imidazo[1,2-a]pyrimidine derivative. The chemistry described herein obviates the need for expensive guanidine reagents, multiply protected prefunctionalized 2-aminoimidazole synthons, or the need for lab...

Full description

Saved in:
Bibliographic Details
Published in:Organic & biomolecular chemistry 2013-07, Vol.11 (25), p.4133-4137
Main Authors: Rasapalli, Sivappa, Kumbam, Venkatreddy, Dhawane, Abasaheb N, Golen, James A, Lovely, Carl J, Rheingold, Arnold L
Format: Article
Language:English
Subjects:
Models, Molecular
Pyrimidines - chemistry
Pyrroles - chemical synthesis
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:The total syntheses of oroidin, hymenidin and clathrodin are reported via the intermediacy of an imidazo[1,2-a]pyrimidine derivative. The chemistry described herein obviates the need for expensive guanidine reagents, multiply protected prefunctionalized 2-aminoimidazole synthons, or the need for laborious olefinations thereby achieving synthetic efficiency amenable to scale-up. The approach outlined in this manuscript provides an opportunity for further functionalizations through the imidazo[1,2-a]pyrimidine core and through functional groups placed strategically on the side chain.
ISSN:1477-0520
1477-0539
DOI:10.1039/c3ob40668g