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Issue 5, 2011
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Hydroxyl-directed C–H carbonylation enabled by mono-N-protected amino acidligands: An expedient route to 1-isochromanones

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Abstract

A Pd(II)-catalyzed C–H carbonylation protocol of phenethyl alcohols has been developed using amino acid ligands to promote the reaction. This transformation provides an expedient route to 1-isochromanone motifs, which are common structural elements in natural products and other biologically active compounds. A concise synthesis of a histamine release inhibitor showcases the utility of this transformation.

Graphical abstract: Hydroxyl-directed C–H carbonylation enabled by mono-N-protected amino acid ligands: An expedient route to 1-isochromanones

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Supplementary files

Article information


Submitted
16 Dec 2010
Accepted
26 Jan 2011
First published
18 Mar 2011

Chem. Sci., 2011,2, 967-971
Article type
Edge Article

Hydroxyl-directed C–H carbonylation enabled by mono-N-protected amino acid ligands: An expedient route to 1-isochromanones

Y. Lu, D. Leow, X. Wang, K. M. Engle and J. Yu, Chem. Sci., 2011, 2, 967
DOI: 10.1039/C0SC00633E

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