Enantioselective synthesis of allylboronates and allylic alcohols by copper-catalyzed 1,6-boration

Chiral secondary allylboronates are obtained in high enantioselectivities by the copper-catalyzed 1,6-boration of electron-deficient dienes with B2(pin)2. The reactions proceed efficiently using catalyst loadings as low as 0.0049 mol%. The allylboronates may be oxidized to the allylic alcohols, and...

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Main Authors:	Luo, Yunfei, Roy, Iain D., Madec, Amaël G.E., Lam, Hon Wai
Format:	Article
Language:	English
Published:	Wiley-VCH Verlag 2014
Online Access:	http://eprints.nottingham.ac.uk/31656/ http://eprints.nottingham.ac.uk/31656/ http://eprints.nottingham.ac.uk/31656/ http://eprints.nottingham.ac.uk/31656/1/HWL%20Yunfei%20Iain%20Amael%201%2C6-Boration%20ACIE%20Submission%20%28accepted%29.pdf

id	nottingham-31656
recordtype	eprints
spelling	nottingham-316562018-07-02T09:03:48Z http://eprints.nottingham.ac.uk/31656/ Enantioselective synthesis of allylboronates and allylic alcohols by copper-catalyzed 1,6-boration Luo, Yunfei Roy, Iain D. Madec, Amaël G.E. Lam, Hon Wai Chiral secondary allylboronates are obtained in high enantioselectivities by the copper-catalyzed 1,6-boration of electron-deficient dienes with B2(pin)2. The reactions proceed efficiently using catalyst loadings as low as 0.0049 mol%. The allylboronates may be oxidized to the allylic alcohols, and can be used in stereoselective aldehyde allylborations. This process was applied to a concise synthesis of atorvastatin. Wiley-VCH Verlag 2014-03-12 Article PeerReviewed application/pdf en cc_by_nc http://eprints.nottingham.ac.uk/31656/1/HWL%20Yunfei%20Iain%20Amael%201%2C6-Boration%20ACIE%20Submission%20%28accepted%29.pdf Luo, Yunfei and Roy, Iain D. and Madec, Amaël G.E. and Lam, Hon Wai (2014) Enantioselective synthesis of allylboronates and allylic alcohols by copper-catalyzed 1,6-boration. Angewandte Chemie International Edition, 53 (16). pp. 4186-4190. ISSN 1433-7851 http://onlinelibrary.wiley.com/doi/10.1002/anie.201310380/abstract doi:10.1002/anie.201310380 doi:10.1002/anie.201310380
repository_type	Digital Repository
institution_category	Local University
institution	University of Nottingham Malaysia Campus
building	Nottingham Research Data Repository
collection	Online Access
language	English
description	Chiral secondary allylboronates are obtained in high enantioselectivities by the copper-catalyzed 1,6-boration of electron-deficient dienes with B2(pin)2. The reactions proceed efficiently using catalyst loadings as low as 0.0049 mol%. The allylboronates may be oxidized to the allylic alcohols, and can be used in stereoselective aldehyde allylborations. This process was applied to a concise synthesis of atorvastatin.
format	Article
author	Luo, Yunfei Roy, Iain D. Madec, Amaël G.E. Lam, Hon Wai
spellingShingle	Luo, Yunfei Roy, Iain D. Madec, Amaël G.E. Lam, Hon Wai Enantioselective synthesis of allylboronates and allylic alcohols by copper-catalyzed 1,6-boration
author_facet	Luo, Yunfei Roy, Iain D. Madec, Amaël G.E. Lam, Hon Wai
author_sort	Luo, Yunfei
title	Enantioselective synthesis of allylboronates and allylic alcohols by copper-catalyzed 1,6-boration
title_short	Enantioselective synthesis of allylboronates and allylic alcohols by copper-catalyzed 1,6-boration
title_full	Enantioselective synthesis of allylboronates and allylic alcohols by copper-catalyzed 1,6-boration
title_fullStr	Enantioselective synthesis of allylboronates and allylic alcohols by copper-catalyzed 1,6-boration
title_full_unstemmed	Enantioselective synthesis of allylboronates and allylic alcohols by copper-catalyzed 1,6-boration
title_sort	enantioselective synthesis of allylboronates and allylic alcohols by copper-catalyzed 1,6-boration
publisher	Wiley-VCH Verlag
publishDate	2014
url	http://eprints.nottingham.ac.uk/31656/ http://eprints.nottingham.ac.uk/31656/ http://eprints.nottingham.ac.uk/31656/ http://eprints.nottingham.ac.uk/31656/1/HWL%20Yunfei%20Iain%20Amael%201%2C6-Boration%20ACIE%20Submission%20%28accepted%29.pdf
first_indexed	2018-09-06T12:10:07Z
last_indexed	2018-09-06T12:10:07Z
_version_	1610859998015913984

Enantioselective synthesis of allylboronates and allylic alcohols by copper-catalyzed 1,6-boration

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