Asymmetric hetero-diels–alder reaction of Danishefsky’s dienes with α-carbonyl esters catalyzed by an indium(III)–PyBox complex

An efficient catalytic enantioselective hetero-Diels–Alder reaction of Danishefsky’s dienes with α-carbonyl esters using a chiral In(III)–pybox complex has been demonstrated. This protocol offers several advantages, including mild reaction conditions, relatively low catalyst loading, and good to exc...

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Main Authors: Zhao, Bei, Loh, Teck-Peng
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2013
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Online Access:https://hdl.handle.net/10356/99263
http://hdl.handle.net/10220/17487
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Institution: Nanyang Technological University
Language: English
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spelling sg-ntu-dr.10356-992632020-03-07T12:37:06Z Asymmetric hetero-diels–alder reaction of Danishefsky’s dienes with α-carbonyl esters catalyzed by an indium(III)–PyBox complex Zhao, Bei Loh, Teck-Peng School of Physical and Mathematical Sciences Chemistry and Biological Chemistry An efficient catalytic enantioselective hetero-Diels–Alder reaction of Danishefsky’s dienes with α-carbonyl esters using a chiral In(III)–pybox complex has been demonstrated. This protocol offers several advantages, including mild reaction conditions, relatively low catalyst loading, and good to excellent enantioselectivities. Furthermore, the absolute configurations of the new alkynyl-containing products were determined by CD spectra in combination with TD-DFT calculations. 2013-11-08T06:32:35Z 2019-12-06T20:05:11Z 2013-11-08T06:32:35Z 2019-12-06T20:05:11Z 2013 2013 Journal Article Zhao, B., & Loh, T.-P. (2013). Asymmetric Hetero-Diels–Alder Reaction of Danishefsky’s Dienes with α-Carbonyl Esters Catalyzed by an Indium(III)–PyBox Complex. Organic Letters, 15(12), 2914-2917. https://hdl.handle.net/10356/99263 http://hdl.handle.net/10220/17487 10.1021/ol400841s en Organic letters
institution Nanyang Technological University
building NTU Library
country Singapore
collection DR-NTU
language English
topic Chemistry and Biological Chemistry
spellingShingle Chemistry and Biological Chemistry
Zhao, Bei
Loh, Teck-Peng
Asymmetric hetero-diels–alder reaction of Danishefsky’s dienes with α-carbonyl esters catalyzed by an indium(III)–PyBox complex
description An efficient catalytic enantioselective hetero-Diels–Alder reaction of Danishefsky’s dienes with α-carbonyl esters using a chiral In(III)–pybox complex has been demonstrated. This protocol offers several advantages, including mild reaction conditions, relatively low catalyst loading, and good to excellent enantioselectivities. Furthermore, the absolute configurations of the new alkynyl-containing products were determined by CD spectra in combination with TD-DFT calculations.
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Zhao, Bei
Loh, Teck-Peng
format Article
author Zhao, Bei
Loh, Teck-Peng
author_sort Zhao, Bei
title Asymmetric hetero-diels–alder reaction of Danishefsky’s dienes with α-carbonyl esters catalyzed by an indium(III)–PyBox complex
title_short Asymmetric hetero-diels–alder reaction of Danishefsky’s dienes with α-carbonyl esters catalyzed by an indium(III)–PyBox complex
title_full Asymmetric hetero-diels–alder reaction of Danishefsky’s dienes with α-carbonyl esters catalyzed by an indium(III)–PyBox complex
title_fullStr Asymmetric hetero-diels–alder reaction of Danishefsky’s dienes with α-carbonyl esters catalyzed by an indium(III)–PyBox complex
title_full_unstemmed Asymmetric hetero-diels–alder reaction of Danishefsky’s dienes with α-carbonyl esters catalyzed by an indium(III)–PyBox complex
title_sort asymmetric hetero-diels–alder reaction of danishefsky’s dienes with α-carbonyl esters catalyzed by an indium(iii)–pybox complex
publishDate 2013
url https://hdl.handle.net/10356/99263
http://hdl.handle.net/10220/17487
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