Rhodium(III)-catalyzed intramolecular annulation through C-H activation : total synthesis of (±)-antofine, (±)-septicine, (±)-tylophorine, and rosettacin

Rhodium(III)-catalyzed intramolecular annulation through C-H activation : total synthesis of (±)-antofine, (±)-septicine, (±)-tylophorine, and rosettacin

Annulation: The efficient synthesis of 3-hydroxyalkyl isoquinolones and 6-hydroxyalkyl 2-pyridones is enabled through the intramolecular annulation of alkyne-tethered hydroxamic esters (see scheme, Cp*=pentamethylcyclopentadienyl). The reaction features high regioselectivity, broad substrate scope,...

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Main Authors: Xu, Xianxiu, Liu, Yu, Park, Cheol-Min
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2013
Subjects:
DRNTU::Science::Chemistry
Online Access:https://hdl.handle.net/10356/98526
http://hdl.handle.net/10220/12494
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-985262020-03-07T12:34:47Z Rhodium(III)-catalyzed intramolecular annulation through C-H activation : total synthesis of (±)-antofine, (±)-septicine, (±)-tylophorine, and rosettacin Xu, Xianxiu Liu, Yu Park, Cheol-Min School of Physical and Mathematical Sciences DRNTU::Science::Chemistry Annulation: The efficient synthesis of 3-hydroxyalkyl isoquinolones and 6-hydroxyalkyl 2-pyridones is enabled through the intramolecular annulation of alkyne-tethered hydroxamic esters (see scheme, Cp*=pentamethylcyclopentadienyl). The reaction features high regioselectivity, broad substrate scope, and excellent functional-group tolerance, proceeds under mild reaction conditions with low catalyst loading, and obviates the need for an external oxidant. 2013-07-29T08:01:09Z 2019-12-06T19:56:30Z 2013-07-29T08:01:09Z 2019-12-06T19:56:30Z 2012 2012 Journal Article Xu, X., Liu, Y., & Park, C.-M. (2012). Rhodium(III)-Catalyzed Intramolecular Annulation through C-H Activation: Total Synthesis of (±)-Antofine, (±)-Septicine, (±)-Tylophorine, and Rosettacin. Angewandte Chemie International Edition, 51(37), 9372-9376. 1433-7851 https://hdl.handle.net/10356/98526 http://hdl.handle.net/10220/12494 10.1002/anie.201204970 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
Xu, Xianxiu
Liu, Yu
Park, Cheol-Min
Rhodium(III)-catalyzed intramolecular annulation through C-H activation : total synthesis of (±)-antofine, (±)-septicine, (±)-tylophorine, and rosettacin
description Annulation: The efficient synthesis of 3-hydroxyalkyl isoquinolones and 6-hydroxyalkyl 2-pyridones is enabled through the intramolecular annulation of alkyne-tethered hydroxamic esters (see scheme, Cp*=pentamethylcyclopentadienyl). The reaction features high regioselectivity, broad substrate scope, and excellent functional-group tolerance, proceeds under mild reaction conditions with low catalyst loading, and obviates the need for an external oxidant.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Xu, Xianxiu
Liu, Yu
Park, Cheol-Min
format Article
author Xu, Xianxiu
Liu, Yu
Park, Cheol-Min
author_sort Xu, Xianxiu
title Rhodium(III)-catalyzed intramolecular annulation through C-H activation : total synthesis of (±)-antofine, (±)-septicine, (±)-tylophorine, and rosettacin
title_short Rhodium(III)-catalyzed intramolecular annulation through C-H activation : total synthesis of (±)-antofine, (±)-septicine, (±)-tylophorine, and rosettacin
title_full Rhodium(III)-catalyzed intramolecular annulation through C-H activation : total synthesis of (±)-antofine, (±)-septicine, (±)-tylophorine, and rosettacin
title_fullStr Rhodium(III)-catalyzed intramolecular annulation through C-H activation : total synthesis of (±)-antofine, (±)-septicine, (±)-tylophorine, and rosettacin
title_full_unstemmed Rhodium(III)-catalyzed intramolecular annulation through C-H activation : total synthesis of (±)-antofine, (±)-septicine, (±)-tylophorine, and rosettacin
title_sort rhodium(iii)-catalyzed intramolecular annulation through c-h activation : total synthesis of (±)-antofine, (±)-septicine, (±)-tylophorine, and rosettacin
publishDate 2013
url https://hdl.handle.net/10356/98526
http://hdl.handle.net/10220/12494
_version_ 1681045449259089920

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