A new route based on the use of acyl anion chemistry was developed for the synthesis of (+)-centrolobine and its analogues. Acid-catalyzed benzylic cation initiated cyclization was the key step in the stereoselective formation of the cis-2,6-disubstituted tetrahydropyran ring. The developed methodology was applied to the synthesis of (+)-centrolobine analogues containing electron-donating substituents in the aryl rings. © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Indrapal Singh Aidhen

Department Of Chemistry

Kasireddy Sudarshan

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

European Journal of Organic Chemistry

Successful synthesis of unsymmetrical linear diarylheptanoids with syn-1,3-diol unit and their enantiomers have been achieved using acyl anion and Wittig olefination chemistry. The syn disposition of the two hydroxyl groups in the linear diarylheptanoids was achieved with the use of d-xylose as starting material. The synthesized compounds were tested for anti-proliferative activity on HeLa cells using MTT assay at 50 µm concentration. © 2018 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim

Synthesis of Unsymmetrical Linear Diarylheptanoids and their Enantiomers and Antiproliferative Activity Studies

A new strategy for the synthesis of 3-arylisocoumarins and 8-hydroxy-3-arylisocoumarins was investigated by using acyl anion chemistry for the initial C-C bond formation. The obtained keto esters and keto lactones as intermediates underwent based-promoted intramolecular cyclization to afford 3-arylisocoumarins in good yields. The developed methodology was applied for the synthesis of the important natural products thunberginol A and cajanolactone A. © 2015 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Synthesis of 3-arylisocoumarins by using acyl anion chemistry and synthesis of thunberginol A and cajanolactone A

Angewandte Chemie

Reversing the Reactivity of Carbonyl Functions with Phosphonium Salts: Enantioselective Total Synthesis of (+)-Centrolobine

Tetrahedron: Asymmetry

Synthesis of a diarylheptanoid, (+)-centrolobine

Tetrahedron

Asymmetric syntheses of diarylheptanoid natural products (−)-centrolobine and (−)-de-O-methylcentrolobine via hetero-Diels–Alder reaction catalyzed by dirhodium(II) tetrakis[(R)-3-(benzene-fused-phthalimido)-2-piperidinonate]

Stereoselective formal synthesis of (−)-centrolobine

ChemInform

Diastereoselective Ring-Rearrangement Metathesis.

Synthesis of (+)-centrolobine and its analogues by using acyl anion chemistry

Journal	European Journal of Organic Chemistry
ISSN	1434193X
Open Access	No