Issue 35, 2014
From the journal:

Chemical Communications

Ligand-controlled E/Z selectivity and enantioselectivity in palladium-catalyzed allylation of benzofuranones with 1,2-disubstituted allylic carbonates†

Kohsuke Ohmatsu,a   Mitsunori Itoa  and  Takashi Ooi*ab  

* Corresponding authors

a Institute of Transformative Bio-Molecules (WPI-ITbM), and Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Chikusa, Nagoya 464-8603, Japan

b CREST, Japan Science and Technology Agency (JST), Chikusa, Nagoya 464-8603, Japan
E-mail: tooi@apchem.nagoya-u.ac.jp

Abstract

The first highly E- and enantioselective allylic alkylation of prochiral carbon nucleophiles with 1,2-disubstituted allylic carbonates is reported. The key to the successful development of this protocol is the ability of modular ion-paired chiral ligands to simultaneously control the E/Z selectivity and enantioselectivity.

Graphical abstract: Ligand-controlled E/Z selectivity and enantioselectivity in palladium-catalyzed allylation of benzofuranones with 1,2-disubstituted allylic carbonates

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Article information

DOI
https://doi.org/10.1039/C3CC49338E
Article type
Communication
Submitted
09 Dec 2013
Accepted
19 Dec 2013
First published
23 Dec 2013

Chem. Commun., 2014,50, 4554-4557

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Ligand-controlled E/Z selectivity and enantioselectivity in palladium-catalyzed allylation of benzofuranones with 1,2-disubstituted allylic carbonates

K. Ohmatsu, M. Ito and T. Ooi, Chem. Commun., 2014, 50, 4554 DOI: 10.1039/C3CC49338E

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