Issue 75, 2015
From the journal:

RSC Advances

A stereocontrolled synthesis of Hagen's gland lactones via iterative proline catalyzed α-aminoxylation and oxa-Michael addition reactions†

Shruti Vandana Kauloorkar,a   Vishwajeet Jha,a   Ganesh Jogdandb  and  Pradeep Kumar*a  

* Corresponding authors

a Division of Organic Chemistry, CSIR-NCL (National Chemical Laboratory), Pune 411008, India
E-mail: pk.tripathi@ncl.res.in
Tel: +9102025902627

b Central NMR Facility, CSIR-NCL (National Chemical Laboratory), Pune 411008, India

Abstract

A simple and efficient synthesis of Hagen's gland lactones was achieved using a sequential α-aminoxylation/oxa-Michael approach in a highly diastereoselective manner with assignment of relative configurations. This method was found to be applicable to the synthesis of various other isomers of Hagen's gland lactones.

Graphical abstract: A stereocontrolled synthesis of Hagen's gland lactones via iterative proline catalyzed α-aminoxylation and oxa-Michael addition reactions

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Article information

DOI
https://doi.org/10.1039/C5RA10082H
Article type
Paper
Submitted
28 May 2015
Accepted
06 Jul 2015
First published
07 Jul 2015

RSC Adv., 2015,5, 61000-61005

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A stereocontrolled synthesis of Hagen's gland lactones via iterative proline catalyzed α-aminoxylation and oxa-Michael addition reactions

S. V. Kauloorkar, V. Jha, G. Jogdand and P. Kumar, RSC Adv., 2015, 5, 61000 DOI: 10.1039/C5RA10082H

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