Enantioselective synthesis of 2,3-dihydroquinazolinones (DHQZs) was accomplished using readily available Sc(III)-inda-pybox as the catalyst. This is the first report on the metal catalyzed asymmetric intramolecular amidation of imines to synthesize DHQZs. © 2012 American Chemical Society.

Venkitasamy Kesavan

Department Of Biotechnology

Muthuraj Prakash

imine

quinazolinone derivative

article

catalysis

chemical structure

chemistry

Stereoisomerism

synthesis

Imines

Molecular Structure

Quinazolinones

IIT Madras is a public technical and research university located in Chennai, Tamil Nadu. Founded in 1959, it is recognised as an Institute of National Importance.

IIT Madras has been ranked as the top engineering institute in India for four years in a row by the National Institutional Ranking Framework of the MHRD

It currently offers undergraduate, postgraduate and research degrees across 16 disciplines in Engineering, Sciences, Humanities and Management. About 596 faculty belonging to science and engineering departments and centres of the Institute are engaged in teaching, research and industrial consultancy.

IIT Madras

Organic Letters

Derivatives of 2,3-dihydroquinazolinones (2,3-DHQZs) are prized for their prevalent pharmaceutical applications. Although there are potential applications, methods available for the enantioselective synthesis of these valuable compounds are scarce, since the chiral aminal center is prone to racemization. We have overcome the difficulties in the catalytic enantioselective synthesis of 2,3-DHQZs using Sc(III)-inda-pybox as a catalyst, in a process with a broad substrate scope. © Georg Thieme Verlag Stuttgart. New York.

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Investigation of the enantioselective synthesis of 2,3- Dihydroquinazolinones Using Sc(III)- Inda -pybox

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Highly enantioselective synthesis of 2,3-dihydroquinazolinones through intramolecular amidation of imines

Journal	Organic Letters
ISSN	15237060
Open Access	No