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

Enantiodivergent synthesis of both (−)- and (+)-disparlure, a bioactive pheromone, possessing a cis-epoxide has been accomplished. The key step involves the cross metathesis of a chiral homoallylic alcohol derived from l-(+)-tartaric acid.&nbsp;

Department Of Chemistry

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Journal of Organic Chemistry

Enantiodivergent synthesis of both enantiomers of gypsy moth pheromone disparlure

Stereoselective formal synthesis of (−)-centrolobine was achieved from naturally occurring l-(+)-tartaric acid, employing a facile FeCl3 mediated stereoselective formation of a tetrahydropyran as the key step.&nbsp;

Tetrahedron

Stereoselective formal synthesis of (−)-centrolobine

A stereoselective approach for the synthesis of the bio-active decanolactone (-)-microcarpalide was achieved from chiral pool tartaric acid. The synthesis of pivotal intermediates en route to the decanolactone was achieved from α-benzyloxy aldehydes derived from l- and d-tartaric acid. © 2006 Elsevier Ltd. All rights reserved.

Tetrahedron Letters

Stereoselective synthesis of (-)-microcarpalide

Enantiospecific synthesis of (−)-muricatacin, a bio-active lactone comprising of a 5-hydroxyalkylbutan-4-olide structural component has been achieved from l-(+)-tartaric acid. The key step involves a disteroselective reduction of a C2-symmetric 1,4-diketone derived from tartaric acid followed by a selective Grignard reagent addition.&nbsp;

Tetrahedron: Asymmetry

Enantiospecific synthesis of (−)-muricatacin from l-(+)-tartaric acid

An enantiodivergent approach to both antipodes of hydroxy-exo-brevicomin was achieved from a common chiral precursor l-(+)-tartaric acid. The strategy utilizes the elaboration of a keto-Weinreb amide and successive stereoselective reductions. © 2006 Elsevier Ltd. All rights reserved.

Enantiodivergent synthesis of both antipodes of hydroxy-exo-brevicomin from l-(+)-tartaric acid

Both antipodes of α-methyl-α-methoxyarylacetic acid derivatives were prepared from a common chiralpool precursor l-(+)-tartaric acid. The key step involves the addition of Grignard reagents to 1,4-diketones derived from tartaric acid. The utility of this strategy was applied in the formal enantioselective synthesis of pine beetle pheromone (-)-frontalin. © 2006 Elsevier Ltd. All rights reserved.

Tetrahedron Asymmetry

Asymmetric synthesis of both enantiomers of α-methyl-α-methoxyphenylacetic acid from l-(+)-tartaric acid: formal enantioselective synthesis of insect pheromone (-)-frontalin

An enantiospecific synthesis of (−)-2-hydroxy-exo-brevicomin was achieved from l-(+)-tartaric acid in high yield. The key step involves a very highly diastereoselective reduction of a keto Weinreb amide.&nbsp;

Enantiospecific synthesis of (−)-2-hydroxy-exo-brevicomin

A concise enantiospecific synthesis of the pine beetle pheromone (+)-hydroxy-exo-brevicomin was achieved from l-(+)-tartaric acid in high yield. The key step involves the reduction of a keto-Weinreb amide derived from tartaric acid.&nbsp;

An enantiospecific synthesis of (+)-hydroxy-exo-brevicomin

Stereoselective synthesis of boronolide and 5-epi-boronolide was achieved from d-(-)-tartaric acid. The key step involves the reduction of a keto Weinreb amide for the synthesis of boronolide, and a single pot construction of a diketone from the bis-Weinreb amide of tartaric acid and subsequent reduction with L-Selectride for 5-epi-boronolide. © 2006 Elsevier Ltd. All rights reserved.

Stereoselective synthesis of (+)-boronolide and (-)-5-epi-boronolide

An expeditious approach for the synthesis of Western pine beetle pheromone 2-hydroxy-exo-brevicomin from natural chiral pool L-(+)-tartaric acid was achieved. The key step involves a highly diastereoselective reduction of a keto-Weinreb amide and further elaboration to the title compound in high yields with complete stereocontrol.&nbsp;

Synlett

An Expeditious Enantiospecific Synthesis of (+)-2-Hydroxy-exo-brevicomin

Enantioselective synthesis of α-hydroxy aldehydes with an alkene tether was accomplished from l-(+)-tartaric acid, employing stereoselective reduction of a 1,4-diketone with L-selectride as the key step. Synthetic utility of these aldehydes was demonstrated in the synthesis of pine beetle pheromone (+)-exo-brevicomin. © 2005 Elsevier Ltd. All rights reserved.