Synthesis of (3R,5R)-harzialactone A and its (3R,5S)-isomer

The total synthesis of (3R,5R)-harzialactone A (1) and its (3R,5S)-isomer (2) is described. Epoxide opening with thioacetal and diastereoselective reductions are used as key reactions.

Bibliographic Details
Main Authors: Gowravaram Sabitha, Rangavajjula Srinivas, Sukant K. Das, Jhillu S. Yadav
Format: Article
Language:English
Published: Beilstein-Institut 2010-01-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.6.8
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author Gowravaram Sabitha
Rangavajjula Srinivas
Sukant K. Das
Jhillu S. Yadav
author_facet Gowravaram Sabitha
Rangavajjula Srinivas
Sukant K. Das
Jhillu S. Yadav
author_sort Gowravaram Sabitha
collection DOAJ
description The total synthesis of (3R,5R)-harzialactone A (1) and its (3R,5S)-isomer (2) is described. Epoxide opening with thioacetal and diastereoselective reductions are used as key reactions.
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spelling doaj.art-0cbf944477374a3c9df4cd25bf81ba002022-12-21T19:59:06ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972010-01-0161810.3762/bjoc.6.81860-5397-6-8Synthesis of (3R,5R)-harzialactone A and its (3R,5S)-isomerGowravaram Sabitha0Rangavajjula Srinivas1Sukant K. Das2Jhillu S. Yadav3Organic Division I, Indian Institute of Chemical Technology, Hyderabad 500 007, India, Fax: +91-40-27160512Organic Division I, Indian Institute of Chemical Technology, Hyderabad 500 007, India, Fax: +91-40-27160512Organic Division I, Indian Institute of Chemical Technology, Hyderabad 500 007, India, Fax: +91-40-27160512Organic Division I, Indian Institute of Chemical Technology, Hyderabad 500 007, India, Fax: +91-40-27160512The total synthesis of (3R,5R)-harzialactone A (1) and its (3R,5S)-isomer (2) is described. Epoxide opening with thioacetal and diastereoselective reductions are used as key reactions.https://doi.org/10.3762/bjoc.6.8dithianeharzialactone Ahydroxyl directed reductionstereoisomer
spellingShingle Gowravaram Sabitha
Rangavajjula Srinivas
Sukant K. Das
Jhillu S. Yadav
Synthesis of (3R,5R)-harzialactone A and its (3R,5S)-isomer
Beilstein Journal of Organic Chemistry
dithiane
harzialactone A
hydroxyl directed reduction
stereoisomer
title Synthesis of (3R,5R)-harzialactone A and its (3R,5S)-isomer
title_full Synthesis of (3R,5R)-harzialactone A and its (3R,5S)-isomer
title_fullStr Synthesis of (3R,5R)-harzialactone A and its (3R,5S)-isomer
title_full_unstemmed Synthesis of (3R,5R)-harzialactone A and its (3R,5S)-isomer
title_short Synthesis of (3R,5R)-harzialactone A and its (3R,5S)-isomer
title_sort synthesis of 3r 5r harzialactone a and its 3r 5s isomer
topic dithiane
harzialactone A
hydroxyl directed reduction
stereoisomer
url https://doi.org/10.3762/bjoc.6.8
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