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Chemistry of xanthorrhizol: synthesis of several bisabolane sesquiterpenoids from xanthorrhizol

(-)-Xanthorrhizol (1) isolated from the rhizomes of Curcuma xanthorrhiza has been transformed to several bisabolane-type sesquiterpenoids, in a stereoselective manner. 10R- and 10S-10,11-dihydro-10,11-dihydroxyxanthorrhizols (2, 3), (-)-curcuquinone (4), (-)-curcuhydroquinone (5), helibisabonol A (7...

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Main Authors: Mohd. Sirat, Hasnah, Ngai, Mun Hong, Jauri, Muhd. Haffiz
Format: Article
Published: Elsevier Science B.V., Amsterdam 2007
Subjects:
QD Chemistry
Online Access:http://eprints.utm.my/id/eprint/2921/
https://doi.org/10.1016/j.tetlet.2006.11.051
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spelling my.utm.29212018-11-29T07:34:27Z http://eprints.utm.my/id/eprint/2921/ Chemistry of xanthorrhizol: synthesis of several bisabolane sesquiterpenoids from xanthorrhizol Mohd. Sirat, Hasnah Ngai, Mun Hong Jauri, Muhd. Haffiz QD Chemistry (-)-Xanthorrhizol (1) isolated from the rhizomes of Curcuma xanthorrhiza has been transformed to several bisabolane-type sesquiterpenoids, in a stereoselective manner. 10R- and 10S-10,11-dihydro-10,11-dihydroxyxanthorrhizols (2, 3), (-)-curcuquinone (4), (-)-curcuhydroquinone (5), helibisabonol A (7) and allylic alcohol 8 have been prepared from xanthorrhizol in optically active forms. All the routes involved a Sharpless AD to introduce the stereogenic centre at C-10 Elsevier Science B.V., Amsterdam 2007-01-15 Article PeerReviewed Mohd. Sirat, Hasnah and Ngai, Mun Hong and Jauri, Muhd. Haffiz (2007) Chemistry of xanthorrhizol: synthesis of several bisabolane sesquiterpenoids from xanthorrhizol. Tetrahedron Letters, 48 (3). pp. 457-460. ISSN 0040-4039 https://doi.org/10.1016/j.tetlet.2006.11.051 DOI:10.1016/j.tetlet.2006.11.051
institution Universiti Teknologi Malaysia
building UTM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Teknologi Malaysia
content_source UTM Institutional Repository
url_provider http://eprints.utm.my/
topic QD Chemistry
spellingShingle QD Chemistry
Mohd. Sirat, Hasnah
Ngai, Mun Hong
Jauri, Muhd. Haffiz
Chemistry of xanthorrhizol: synthesis of several bisabolane sesquiterpenoids from xanthorrhizol
description (-)-Xanthorrhizol (1) isolated from the rhizomes of Curcuma xanthorrhiza has been transformed to several bisabolane-type sesquiterpenoids, in a stereoselective manner. 10R- and 10S-10,11-dihydro-10,11-dihydroxyxanthorrhizols (2, 3), (-)-curcuquinone (4), (-)-curcuhydroquinone (5), helibisabonol A (7) and allylic alcohol 8 have been prepared from xanthorrhizol in optically active forms. All the routes involved a Sharpless AD to introduce the stereogenic centre at C-10
format Article
author Mohd. Sirat, Hasnah
Ngai, Mun Hong
Jauri, Muhd. Haffiz
author_facet Mohd. Sirat, Hasnah
Ngai, Mun Hong
Jauri, Muhd. Haffiz
author_sort Mohd. Sirat, Hasnah
title Chemistry of xanthorrhizol: synthesis of several bisabolane sesquiterpenoids from xanthorrhizol
title_short Chemistry of xanthorrhizol: synthesis of several bisabolane sesquiterpenoids from xanthorrhizol
title_full Chemistry of xanthorrhizol: synthesis of several bisabolane sesquiterpenoids from xanthorrhizol
title_fullStr Chemistry of xanthorrhizol: synthesis of several bisabolane sesquiterpenoids from xanthorrhizol
title_full_unstemmed Chemistry of xanthorrhizol: synthesis of several bisabolane sesquiterpenoids from xanthorrhizol
title_sort chemistry of xanthorrhizol: synthesis of several bisabolane sesquiterpenoids from xanthorrhizol
publisher Elsevier Science B.V., Amsterdam
publishDate 2007
url http://eprints.utm.my/id/eprint/2921/
https://doi.org/10.1016/j.tetlet.2006.11.051
_version_ 1643643690483187712
score 13.211869

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