Issue 11, 2015
From the journal:

RSC Advances

Stereoselective synthesis of 1,6-dioxaspirolactones from spiro-cyclopropanecarboxylated sugars: total synthesis of dihydro-pyrenolide D†

Bandi Ramakrishnaa  and  Perali Ramu Sridhar*a  

* Corresponding authors

a School of Chemistry, University of Hyderabad, Hyderabad – 500 046, India
E-mail: prssc@uohyd.ernet.in

Abstract

An efficient method for the stereoselective construction of 1,6-dioxaspiro[4.n]decan-2-one systems (n = 4, 5) from sugar derived spirocyclopropane carboxylic acids involving a one-pot ring-opening and cyclization reaction is revealed. The generality of the methodology and its application in the total synthesis of dihydro-pyrenolide D and 4-epi-dihydro-pyrenolide D are reported.

Graphical abstract: Stereoselective synthesis of 1,6-dioxaspirolactones from spiro-cyclopropanecarboxylated sugars: total synthesis of dihydro-pyrenolide D

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Article information

DOI
https://doi.org/10.1039/C4RA16753H
Article type
Communication
Submitted
20 Dec 2014
Accepted
22 Dec 2014
First published
23 Dec 2014

RSC Adv., 2015,5, 8142-8145

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Stereoselective synthesis of 1,6-dioxaspirolactones from spiro-cyclopropanecarboxylated sugars: total synthesis of dihydro-pyrenolide D

B. Ramakrishna and P. R. Sridhar, RSC Adv., 2015, 5, 8142 DOI: 10.1039/C4RA16753H

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