Copper‐Catalyzed Enantioselective Allyl–Allyl Coupling between Allylic Boronates and Phosphates with a Phenol/N‐Heterocyclic Carbene Chiral Ligand | Zendy

Yasuda Yuto | Zendy; Ohmiya Hirohisa | Zendy; Sawamura Masaya | Zendy

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Copper‐Catalyzed Enantioselective Allyl–Allyl Coupling between Allylic Boronates and Phosphates with a Phenol/N‐Heterocyclic Carbene Chiral Ligand

Author(s) -

Yasuda Yuto,

Ohmiya Hirohisa,

Sawamura Masaya

Publication year - 2016

Publication title -

angewandte chemie

Language(s) - English

Resource type - Journals

eISSN - 1521-3757

pISSN - 0044-8249

DOI - 10.1002/ange.201605125

Subject(s) - allylic rearrangement , stereocenter , enantioselective synthesis , carbene , chemistry , ligand (biochemistry) , catalysis , diene , medicinal chemistry , stereochemistry , organic chemistry , biochemistry , natural rubber , receptor

Copper‐catalyzed enantioselective allyl–allyl coupling between allylboronates and either Z ‐acyclic or cyclic allylic phosphates using a new chiral N‐heterocyclic carbene ligand, bearing a phenolic hydroxy, is reported. This reaction occurs with exceptional S N 2′‐type regioselectivities and high enantioselectivities to deliver chiral 1,5‐diene derivatives with a tertiary stereogenic center at the allylic/homoallylic position.

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