open access

https://hdl.handle.net/2115/66982

Synthesis of Enantiomerically Enriched Chiral Tetrahydroquinolines via Sequential Dearomatization/Enantioselective Borylation Reactions

英語

synthetic methods

2016-07-29

Wiley-Blackwell

Advanced synthesis & catalysis

358(15)

2379-2384

A novel approach has been developed for the synthesis of chiral 3-boryl-tetrahydroquinolines via the copper(I)-catalyzed regio- and enantioselective protoborylation of 1,2-dihydroquinolines, which were prepared by the partial reduction of the corresponding quinoline derivatives. This dearomatization/enantioselective borylation sequence has been used to provide a facile access to a wide variety of functionalized tetrahydroquinolines under mild conditions from readily available quinoline starting materials in combination with the stereospecific transformation of a stereogenic C-B bond. A theoretical study of the mechanism for the enantioselectivity of the reaction is also described.

学術雑誌論文

Accepted Manuscript

Advanced synthesis & catalysis　358(15) July 28, 2016 pp.2379–2384, which has been published in final form at http://onlinelibrary.wiley.com/doi/10.1002 adsc.201600372/abstract. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Self-Archiving (http://olabout.wiley.com/WileyCDA/Section/id-828039.html).

1615-4150