Ytterbium-catalyzed hydroboration of aldehydes and ketones

The well-defined heavy rare-earth ytterbium iodide complex 1 (L2YbI) has been successfully employed as an efficient catalyst for the hydroboration of a wide range of aldehydes and ketones with pinacolborane (HBpin) at room temperature. The protocol requires low catalyst loadings (0.1-0.5 mol %) and...

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Main Authors: Wang, Weifan, Shen, Xingchao, Zhao, Fengyi, Jiang, Huan, Yao, Weiwei, Pullarkat, Sumod A., Xu, Li, Ma, Mengtao
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2020
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Online Access:https://hdl.handle.net/10356/137632
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-1376322020-04-07T03:29:45Z Ytterbium-catalyzed hydroboration of aldehydes and ketones Wang, Weifan Shen, Xingchao Zhao, Fengyi Jiang, Huan Yao, Weiwei Pullarkat, Sumod A. Xu, Li Ma, Mengtao School of Physical and Mathematical Sciences Science::Chemistry Ytterbium Ketones The well-defined heavy rare-earth ytterbium iodide complex 1 (L2YbI) has been successfully employed as an efficient catalyst for the hydroboration of a wide range of aldehydes and ketones with pinacolborane (HBpin) at room temperature. The protocol requires low catalyst loadings (0.1-0.5 mol %) and proceeds rapidly (>99% conversion in <10 min). Additionally, catalyst 1 shows a good functional group tolerance even toward the hydroxyl and amino moieties and displays chemoselective hydroboration of aldehydes over ketones under mild conditions. 2020-04-07T03:29:45Z 2020-04-07T03:29:45Z 2018 Journal Article Wang, W., Shen, X., Zhao, F., Jiang, H., Yao, W., Pullarkat, S. A., . . ., Ma, M. (2018). Ytterbium-catalyzed hydroboration of aldehydes and ketones. Journal of organic chemistry, 83(1), 69-74. doi:10.1021/acs.joc.7b02076 0022-3263 https://hdl.handle.net/10356/137632 10.1021/acs.joc.7b02076 29181979 2-s2.0-85037559643 1 83 69 74 en Journal of organic chemistry © 2017 American Chemical Society. All rights reserved.
institution Nanyang Technological University
building NTU Library
country Singapore
collection DR-NTU
language English
topic Science::Chemistry
Ytterbium
Ketones
spellingShingle Science::Chemistry
Ytterbium
Ketones
Wang, Weifan
Shen, Xingchao
Zhao, Fengyi
Jiang, Huan
Yao, Weiwei
Pullarkat, Sumod A.
Xu, Li
Ma, Mengtao
Ytterbium-catalyzed hydroboration of aldehydes and ketones
description The well-defined heavy rare-earth ytterbium iodide complex 1 (L2YbI) has been successfully employed as an efficient catalyst for the hydroboration of a wide range of aldehydes and ketones with pinacolborane (HBpin) at room temperature. The protocol requires low catalyst loadings (0.1-0.5 mol %) and proceeds rapidly (>99% conversion in <10 min). Additionally, catalyst 1 shows a good functional group tolerance even toward the hydroxyl and amino moieties and displays chemoselective hydroboration of aldehydes over ketones under mild conditions.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Wang, Weifan
Shen, Xingchao
Zhao, Fengyi
Jiang, Huan
Yao, Weiwei
Pullarkat, Sumod A.
Xu, Li
Ma, Mengtao
format Article
author Wang, Weifan
Shen, Xingchao
Zhao, Fengyi
Jiang, Huan
Yao, Weiwei
Pullarkat, Sumod A.
Xu, Li
Ma, Mengtao
author_sort Wang, Weifan
title Ytterbium-catalyzed hydroboration of aldehydes and ketones
title_short Ytterbium-catalyzed hydroboration of aldehydes and ketones
title_full Ytterbium-catalyzed hydroboration of aldehydes and ketones
title_fullStr Ytterbium-catalyzed hydroboration of aldehydes and ketones
title_full_unstemmed Ytterbium-catalyzed hydroboration of aldehydes and ketones
title_sort ytterbium-catalyzed hydroboration of aldehydes and ketones
publishDate 2020
url https://hdl.handle.net/10356/137632
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