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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Bibliographic Details
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
Description
Summary: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.

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