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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 49, 2019 - Issue 2
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Articles

Facile and efficient synthesis of chiral sulfoxide esters: Versatile tool in asymmetric synthesis

Reshma NagpalDepartment of Chemistry, DAV College, Chandigarh, India; View further author information
,
Aman BhallaDepartment of Chemistry and Centre of Advanced Studies in Chemistry, Panjab University, Chandigarh, India; Correspondence[email protected]; [email protected]
ORCID Iconhttp://orcid.org/0000-0003-4081-4116View further author information
ORCID Icon,
Jitender BhallaDepartment of Chemistry, Dev Samaj College for women, Chandigarh, India; Correspondence[email protected]; [email protected]
View further author information
,
Shamsher S. BariDepartment of Chemistry and Centre of Advanced Studies in Chemistry, Panjab University, Chandigarh, India; View further author information
&
Renu ThaparUniversity Institute of Engineering and Technology, Panjab University, Chandigarh, IndiaView further author information
Pages 279-285 | Received 30 Jun 2018, Accepted 24 Nov 2018, Published online: 13 Jan 2019
 
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Abstract

Facile and efficient synthesis of sulfoxide esters using menthols as chiral auxiliary is described. Phenylthio/benzylthio/naphthylthioacetic esters act as an efficient substrate for chiral sulfoxides via oxidation in one step. The structural and stereochemical aspects of target product were established on the basis of various spectroscopic studies, namely FT-IR, NMR (1H NMR and 13C NMR) and elemental analysis. This method is simple, fast, convenient and very efficient.

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Funding

Reshma acknowledges the financial support from Council of Scientific and Industrial Research (CSIR), New Delhi. AB gratefully acknowledges the financial support for this work from Department of Science and Technology (DST), New Delhi, Government of India. Project No. SR/FT/CS-037/2010 dated 28-10-2010. JB acknowledge the financial support from University Grants Commission (UGC) vide sanction No. F.17-7(J)/2004 (SA-I) dated 03-10-2011.

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