Issue 36, 2013
From the journal:

RSC Advances

Catalyst-free stereoselective cyclopropanation of electron deficient alkenes with ethyl diazoacetate†

Ram Awatar Maurya,*a   Jeevak Sopanrao Kapure,ab   Praveen Reddy Adiyala,a   Srikanth P. S.,a   D. Chandrasekhara  and  Ahmed Kamal*ab  

* Corresponding authors

a Division of Medicinal Chemistry and Pharmacology, CSIR-Indian Institute of Chemical Technology, Hyderabad, India
E-mail: ramaurya@iict.res, ahmedkamal@iict.res

b Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research, Hyderabad, India

Abstract

Doubly activated electron deficient alkenes react with ethyl diazoacetate in a Michael Initiated Ring Closure (MIRC) fashion to yield highly diastereoselective cyclopropanes even without any added base or metal catalyst. Following the strategy, a one-pot, two-step, three-component reaction of aldehydes, malononitrile/ethyl cyanoacetate, and ethyl diazoacetate was successfully developed.

Graphical abstract: Catalyst-free stereoselective cyclopropanation of electron deficient alkenes with ethyl diazoacetate

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Article information

DOI
https://doi.org/10.1039/C3RA42374C
Article type
Communication
Submitted
14 May 2013
Accepted
09 Jul 2013
First published
11 Jul 2013

RSC Adv., 2013,3, 15600-15603

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Catalyst-free stereoselective cyclopropanation of electron deficient alkenes with ethyl diazoacetate

R. A. Maurya, J. S. Kapure, P. R. Adiyala, S. P. S., D. Chandrasekhar and A. Kamal, RSC Adv., 2013, 3, 15600 DOI: 10.1039/C3RA42374C

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