Nickel Catalyzed Highly Chemo- and Stereoselectively Borylative Cyclization of 1,6-Enynes with Bis(pinacolato)diboron

機構典藏 > College of Sciences > Graduate Institute & Department of Chemistry > Journal Article > Item 987654321/113426

Please use this identifier to cite or link to this item: https://tkuir.lib.tku.edu.tw/dspace/handle/987654321/113426

Title:	Nickel Catalyzed Highly Chemo- and Stereoselectively Borylative Cyclization of 1,6-Enynes with Bis(pinacolato)diboron
Authors:	Jen-Chieh Hsieh;Ya-Chun Hong;Chun-Ming Yang;Subramaniyan Mannathanb;Chien-Hong Cheng
Date:	2017-05-17
Issue Date:	2018-05-18 12:10:17 (UTC+8)
Abstract:	A highly chemo- and stereoselective nickel-catalyzed borylative cyclization of 1,6-enynes with bis(pinacolato)diboron is described. Enynes containing an electron-deficient alkene such as a vinyl ketone provided alkenylboronates while enynes containing a terminal alkene gave homoallylic boronates. A plausible mechanism involving a nickelacyclopentene intermediate is proposed. In addition, the resulted alkenyl- or homoallylic boronates can be transformed to the corresponding ketones and alcohols via oxidation. Application to a palladium-catalyzed cross coupling reaction of alkenylboronates with aromatic halides has been demonstrated as well.
Relation:	Organic Chemistry Frontiers 4, p.1615–1619
DOI:	10.1039/c7qo00321h
Appears in Collections:	[Graduate Institute & Department of Chemistry] Journal Article

Files in This Item:

File	Description	Size	Format
index.html		0Kb	HTML	252	View/Open
Nickel Catalyzed Highly Chemo- and Stereoselectively Borylative Cyclization of 1,6-Enynes with Bis(pinacolato)diboron.pdf		589Kb	Adobe PDF	1	View/Open