Synthesis of 3-Oxaterpenoids and its application in the total synthesis of (±)-moluccanic acid methyl ester

Cascades: An InBr3-catalyzed intermolecular polyene cyclization initiated by a Prins reaction provides a concise approach to 3-oxaterpenoid derivatives. The reaction is compatible with various aldehydes, ketones, and polyolefin–alcohol substrates. In addition, the total synthesis of (±)-moluccanic a...

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Main Authors: Li, Bin, Lai, Yin-Chang, Zhao, Yujun, Wong, Yiu-Hang, Shen, Zhi-Liang, Loh, Teck-Peng
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2013
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Online Access:https://hdl.handle.net/10356/98455
http://hdl.handle.net/10220/12483
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-984552020-03-07T12:34:47Z Synthesis of 3-Oxaterpenoids and its application in the total synthesis of (±)-moluccanic acid methyl ester Li, Bin Lai, Yin-Chang Zhao, Yujun Wong, Yiu-Hang Shen, Zhi-Liang Loh, Teck-Peng School of Physical and Mathematical Sciences DRNTU::Science::Chemistry Cascades: An InBr3-catalyzed intermolecular polyene cyclization initiated by a Prins reaction provides a concise approach to 3-oxaterpenoid derivatives. The reaction is compatible with various aldehydes, ketones, and polyolefin–alcohol substrates. In addition, the total synthesis of (±)-moluccanic acid methyl ester was achieved in seven steps by using such a Prins–polyene cyclization as the key step. 2013-07-29T07:21:19Z 2019-12-06T19:55:24Z 2013-07-29T07:21:19Z 2019-12-06T19:55:24Z 2012 2012 Journal Article Li, B., Lai, Y.-C., Zhao, Y., Wong, Y.-H., Shen, Z.-L., & Loh, T.-P. (2012). Synthesis of 3-Oxaterpenoids and Its Application in the Total Synthesis of (±)-Moluccanic Acid Methyl Ester. Angewandte Chemie International Edition, 51(42), 10619-10623. 1433-7851 https://hdl.handle.net/10356/98455 http://hdl.handle.net/10220/12483 10.1002/anie.201205981 en Angewandte chemie international edition © 2012 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
institution Nanyang Technological University
building NTU Library
country Singapore
collection DR-NTU
language English
topic DRNTU::Science::Chemistry
spellingShingle DRNTU::Science::Chemistry
Li, Bin
Lai, Yin-Chang
Zhao, Yujun
Wong, Yiu-Hang
Shen, Zhi-Liang
Loh, Teck-Peng
Synthesis of 3-Oxaterpenoids and its application in the total synthesis of (±)-moluccanic acid methyl ester
description Cascades: An InBr3-catalyzed intermolecular polyene cyclization initiated by a Prins reaction provides a concise approach to 3-oxaterpenoid derivatives. The reaction is compatible with various aldehydes, ketones, and polyolefin–alcohol substrates. In addition, the total synthesis of (±)-moluccanic acid methyl ester was achieved in seven steps by using such a Prins–polyene cyclization as the key step.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Li, Bin
Lai, Yin-Chang
Zhao, Yujun
Wong, Yiu-Hang
Shen, Zhi-Liang
Loh, Teck-Peng
format Article
author Li, Bin
Lai, Yin-Chang
Zhao, Yujun
Wong, Yiu-Hang
Shen, Zhi-Liang
Loh, Teck-Peng
author_sort Li, Bin
title Synthesis of 3-Oxaterpenoids and its application in the total synthesis of (±)-moluccanic acid methyl ester
title_short Synthesis of 3-Oxaterpenoids and its application in the total synthesis of (±)-moluccanic acid methyl ester
title_full Synthesis of 3-Oxaterpenoids and its application in the total synthesis of (±)-moluccanic acid methyl ester
title_fullStr Synthesis of 3-Oxaterpenoids and its application in the total synthesis of (±)-moluccanic acid methyl ester
title_full_unstemmed Synthesis of 3-Oxaterpenoids and its application in the total synthesis of (±)-moluccanic acid methyl ester
title_sort synthesis of 3-oxaterpenoids and its application in the total synthesis of (±)-moluccanic acid methyl ester
publishDate 2013
url https://hdl.handle.net/10356/98455
http://hdl.handle.net/10220/12483
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