Published February 1, 2016 | Version Supplemental Material + Published
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Palladium-catalyzed C(sp^3)–H arylation of lactic acid: efficient synthesis of chiral β-aryl-α-hydroxy acids

  • 1. ROR icon Zhejiang University
  • 2. ROR icon California Institute of Technology

Abstract

A Pd-catalyzed arylation of lactic acid employing 8-aminoquinoline as the directing group has been reported. The protocol is found to be compatible with a broad range of synthetically useful functional groups, thus providing a practical route to chiral β-aryl-α-hydroxy acids. Further, the new reaction has also been applied to the synthesis of pharmaceutically important α-hydroxy acids, such as LY519818 and tesaglitazar.

Additional Information

© Royal Society of Chemistry 2016. Received 17 Oct 2015; accepted 03 Dec 2015; first published online 07 Dec 2015. This article is part of themed collection: 2015 Emerging Investigators by OCF. Financial support from the National Basic Research Program of China (2015CB856600) and the NSFC (21572201, 21422206, 21272206) is gratefully acknowledged.

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Published - c5qo00319a.pdf

Supplemental Material - c5qo00319a1.pdf

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Additional details

Additional titles

Alternative title
Palladium-catalyzed C(sp3)–H arylation of lactic acid: efficient synthesis of chiral β-aryl-α-hydroxy acids

Identifiers

Eprint ID
64791
Resolver ID
CaltechAUTHORS:20160226-083615257

Funding

National Basic Research Program of China
2015CB856600
Natural Science Foundation of China
21572201
Natural Science Foundation of China
21422206
Natural Science Foundation of China
21272206

Dates

Created
2016-02-29
Created from EPrint's datestamp field
Updated
2021-11-10
Created from EPrint's last_modified field