Stereoselective synthesis of (+)-goniothalesdiol

The Journal of Organic Chemistry
Kavirayani R Prasad, Shivajirao L Gholap

Abstract

Stereoselective synthesis of antitumor tetrahydrofuran (+)-goniothalesdiol was achieved in high overall yield from (-)-D-tartaric acid. Key features include an FeCl3 mediated THF formation with very high selectivity. Synthesis of natural gonithalesdiol and its analogue 2,5-bis-epi-goniothalesdiol was achieved from a common intermediate.

References

Mar 30, 1999·Journal of Natural Products·F Q AlaliJ L McLaughlin
Apr 3, 2004·The Journal of Organic Chemistry·Juan MurgaJ Alberto Marco
Apr 5, 2005·Natural Product Reports·Almudena BermejoDiego Cortes
Nov 18, 2005·Organic Letters·M Carmen CarreñoFrançoise Colobert

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Citations

Jul 12, 2011·The Journal of Organic Chemistry·Kavirayani R Prasad, Kamala Penchalaiah
Jan 19, 2011·Chemistry : a European Journal·Gloria Hernández-TorresFrançoise Colobert
Dec 5, 2012·Chemistry, an Asian Journal·Prashant K MetriKavirayani R Prasad
Oct 4, 2012·Chemistry : a European Journal·Amit B Pawar, Kavirayani R Prasad
Oct 12, 2018·Current Medicinal Chemistry·Ronaldo Aloise PilliThiago Augusto Grigolo
Mar 8, 2008·The Journal of Organic Chemistry·Kavirayani R Prasad, Shivajirao L Gholap
Jul 3, 2021·Chemical Record : an Official Publication of the Chemical Society of Japan ... [et Al.]·Laxmi Narayan NandaKavirayani R Prasad
Mar 21, 2007·The Journal of Organic Chemistry·Kavirayani R Prasad, Pazhamalai Anbarasan
Jul 13, 2007·The Journal of Organic Chemistry·Kavirayani R Prasad, Appayee Chandrakumar

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