Free Standard AU & NZ Shipping For All Book Orders Over $80!
Register      Login
Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

A Facile and Efficient Synthesis of Functionalized γ-Butyrolactones from Baylis–Hillman Adducts of Isatin

Ponnusamy Shanmugam A B , Vadivel Vaithiyanathan A and Baby Viswambharan A
+ Author Affiliations
- Author Affiliations

A Chemical Sciences and Technology Division, Regional Research Laboratory (CSIR), Thiruvananthapuram-695 019, Kerala, India.

B Corresponding author. Email: shanmu196@rediffmail.com

Australian Journal of Chemistry 60(4) 296-301 https://doi.org/10.1071/CH07020
Submitted: 23 January 2007  Accepted: 6 March 2007   Published: 26 April 2007

Abstract

A facile and efficient stereoselective synthesis of functionalized substituted γ-butyrolactones in excellent yield from the Baylis–Hillman adducts of isatin derivatives by a reductive cyclization methodology is reported.


Acknowledgments

The authors thank Professor Dr T. K. Chandrashekar, Director, RRL-T, for providing infrastructure facilities. Financial support from the DST (New Delhi) vide sanction no. SR/S1/OC-38/2005 is acknowledged. V.V. and B.V. thank CSIR (New Delhi) for the award of a Senior Research Fellowship. Thanks are due to Mrs Viji for providing HRMS data.


References


[1]   (a) D. B. Berkowitz, S. Choi, J.-H. Maeng, J. Org. Chem. 2000, 65,  847.
        | Crossref |  GoogleScholarGoogle Scholar |   , and references therein.
        | Crossref |  GoogleScholarGoogle Scholar |  
         
        | Crossref |  GoogleScholarGoogle Scholar |   and references therein.
        | Crossref |  GoogleScholarGoogle Scholar |  
        | Crossref |  GoogleScholarGoogle Scholar |  
        | Crossref |  GoogleScholarGoogle Scholar |  
        | Crossref |  GoogleScholarGoogle Scholar |  
        | Crossref |  GoogleScholarGoogle Scholar |  
        | Crossref |  GoogleScholarGoogle Scholar |  
        | Crossref |  GoogleScholarGoogle Scholar |  
        | Crossref |  GoogleScholarGoogle Scholar |  
        | Crossref |  GoogleScholarGoogle Scholar |  
         
        | Crossref |  GoogleScholarGoogle Scholar |  
        | Crossref |  GoogleScholarGoogle Scholar |  
        | Crossref |  GoogleScholarGoogle Scholar |  
         
        | Crossref |  GoogleScholarGoogle Scholar |  
        | Crossref |  GoogleScholarGoogle Scholar |  
        | Crossref |  GoogleScholarGoogle Scholar |  
        | Crossref |  GoogleScholarGoogle Scholar |  
        | Crossref |  GoogleScholarGoogle Scholar |  
        | Crossref |  GoogleScholarGoogle Scholar |  
        | Crossref |  GoogleScholarGoogle Scholar |  
        | Crossref |  GoogleScholarGoogle Scholar |  
        | Crossref |  GoogleScholarGoogle Scholar |  
        | Crossref |  GoogleScholarGoogle Scholar |  
        | Crossref |  GoogleScholarGoogle Scholar |  
        | Crossref |  GoogleScholarGoogle Scholar |  
        | Crossref |  GoogleScholarGoogle Scholar |  
        | Crossref |  GoogleScholarGoogle Scholar |  
        | Crossref |  GoogleScholarGoogle Scholar |  
        | Crossref |  GoogleScholarGoogle Scholar |  
        | Crossref |  GoogleScholarGoogle Scholar |  
        | Crossref |  GoogleScholarGoogle Scholar |  
        | Crossref |  GoogleScholarGoogle Scholar |  
        | Crossref |  GoogleScholarGoogle Scholar |  
        | Crossref |  GoogleScholarGoogle Scholar |  
        | Crossref |  GoogleScholarGoogle Scholar |  
        | Crossref |  GoogleScholarGoogle Scholar |  
        | Crossref |  GoogleScholarGoogle Scholar |  open url image1

[11]   D. D. Perrin, W. F. L. Armearego, Purification of Laboratory Chemicals, 3rd edn 1988 (Pergamon Press: New York, NY).