Synthesis 2016; 48(15): 2385-2395
DOI: 10.1055/s-0035-1560448
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© Georg Thieme Verlag Stuttgart · New York

Remarkably Selective Formation of Allenyl and Dienyl Alcohols via Ni-Catalyzed Coupling Reaction of Conjugated Enyne, Aldehyde, and Organozinc Reagents

Yasuyuki Mori
Graduate School of Engineering, Nagasaki University, 1-14 Bunkyo-machi, Nagasaki, 852-8521, Japan   Email: masanari@nagasaki-u.ac.jp
,
Toshiki Kawabata
Graduate School of Engineering, Nagasaki University, 1-14 Bunkyo-machi, Nagasaki, 852-8521, Japan   Email: masanari@nagasaki-u.ac.jp
,
Gen Onodera
Graduate School of Engineering, Nagasaki University, 1-14 Bunkyo-machi, Nagasaki, 852-8521, Japan   Email: masanari@nagasaki-u.ac.jp
,
Masanari Kimura*
Graduate School of Engineering, Nagasaki University, 1-14 Bunkyo-machi, Nagasaki, 852-8521, Japan   Email: masanari@nagasaki-u.ac.jp
› Author Affiliations
Further Information

Publication History

Received: 01 March 2016

Accepted after revision: 29 March 2016

Publication Date:
11 May 2016 (online)


Abstract

A nickel catalyst promotes the multi-component reactions (MCRs) of conjugated enynes, aldehydes, and organozinc reagents to form unsaturated alcohols. Ligand effects dramatically control the regio­selectivity in these Ni-catalyzed MCRs, leading to the selective formation of allenyl alcohols and conjugated dienyl alcohols.

Supporting Information