Organocatalytic activation of alkylacetic esters as enolate precursors to react with α,β-unsaturated imines
Asymmetric functionalization of alkylacetic esters and their derivatives is traditionally achieved via preformed enolates with chiral auxiliaries. Catalytic versions of such transformations are attractive but challenging. A direct catalytic activation of simple alkylacetic esters via N-heterocyclic...
Main Authors: | , , , , , , , |
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Format: | Journal Article |
Language: | English |
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2014
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Online Access: | https://hdl.handle.net/10356/104154 http://hdl.handle.net/10220/19452 |
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author | Hao, Lin Chen, Shaojin Xu, Jianfeng Tiwari, Bhoopendra Fu, Zhenqian Li, Tong Lim, Jieyan Chi, Robin Yonggui |
author2 | School of Physical and Mathematical Sciences |
author_facet | School of Physical and Mathematical Sciences Hao, Lin Chen, Shaojin Xu, Jianfeng Tiwari, Bhoopendra Fu, Zhenqian Li, Tong Lim, Jieyan Chi, Robin Yonggui |
author_sort | Hao, Lin |
collection | NTU |
description | Asymmetric functionalization of alkylacetic esters and their derivatives is traditionally achieved via preformed enolates with chiral auxiliaries. Catalytic versions of such transformations are attractive but challenging. A direct catalytic activation of simple alkylacetic esters via N-heterocyclic carbene organocatalysts to generate chiral enolate intermediates for highly enantioselective reactions is reported. |
first_indexed | 2025-02-19T03:37:17Z |
format | Journal Article |
id | ntu-10356/104154 |
institution | Nanyang Technological University |
language | English |
last_indexed | 2025-02-19T03:37:17Z |
publishDate | 2014 |
record_format | dspace |
spelling | ntu-10356/1041542020-03-07T12:34:57Z Organocatalytic activation of alkylacetic esters as enolate precursors to react with α,β-unsaturated imines Hao, Lin Chen, Shaojin Xu, Jianfeng Tiwari, Bhoopendra Fu, Zhenqian Li, Tong Lim, Jieyan Chi, Robin Yonggui School of Physical and Mathematical Sciences DRNTU::Science::Chemistry::Organic chemistry Asymmetric functionalization of alkylacetic esters and their derivatives is traditionally achieved via preformed enolates with chiral auxiliaries. Catalytic versions of such transformations are attractive but challenging. A direct catalytic activation of simple alkylacetic esters via N-heterocyclic carbene organocatalysts to generate chiral enolate intermediates for highly enantioselective reactions is reported. 2014-05-26T02:59:51Z 2019-12-06T21:27:35Z 2014-05-26T02:59:51Z 2019-12-06T21:27:35Z 2013 2013 Journal Article Hao, L., Chen, S., Xu, J., Tiwari, B., Fu, Z., Li, T., et al. (2013). Organocatalytic Activation of Alkylacetic Esters as Enolate Precursors to React with α,β-Unsaturated Imines. Organic Letters, 15(19), 4956–4959. https://hdl.handle.net/10356/104154 http://hdl.handle.net/10220/19452 10.1021/ol4021805 179767 en Organic letters © 2013 American Chemical Society |
spellingShingle | DRNTU::Science::Chemistry::Organic chemistry Hao, Lin Chen, Shaojin Xu, Jianfeng Tiwari, Bhoopendra Fu, Zhenqian Li, Tong Lim, Jieyan Chi, Robin Yonggui Organocatalytic activation of alkylacetic esters as enolate precursors to react with α,β-unsaturated imines |
title | Organocatalytic activation of alkylacetic esters as enolate precursors to react with α,β-unsaturated imines |
title_full | Organocatalytic activation of alkylacetic esters as enolate precursors to react with α,β-unsaturated imines |
title_fullStr | Organocatalytic activation of alkylacetic esters as enolate precursors to react with α,β-unsaturated imines |
title_full_unstemmed | Organocatalytic activation of alkylacetic esters as enolate precursors to react with α,β-unsaturated imines |
title_short | Organocatalytic activation of alkylacetic esters as enolate precursors to react with α,β-unsaturated imines |
title_sort | organocatalytic activation of alkylacetic esters as enolate precursors to react with α β unsaturated imines |
topic | DRNTU::Science::Chemistry::Organic chemistry |
url | https://hdl.handle.net/10356/104154 http://hdl.handle.net/10220/19452 |
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