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

Bei Zhao; Teck Peng Loh

doi:10.1021/ol400841s

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

Bei Zhao, Teck Peng Loh

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Abstract

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.

Original language	English
Pages (from-to)	2914-2917
Number of pages	4
Journal	Organic Letters
Volume	15
Issue number	12
DOIs	https://doi.org/10.1021/ol400841s
State	Published - 21 Jun 2013
Externally published	Yes

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title = "Asymmetric hetero-diels-alder reaction of danishefsky's dienes with α-carbonyl esters catalyzed by an indium(III)-PyBox complex",

abstract = "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.",

author = "Bei Zhao and Loh, {Teck Peng}",

year = "2013",

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doi = "10.1021/ol400841s",

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AU - Loh, Teck Peng

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Y1 - 2013/6/21

N2 - 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.

AB - 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.

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

Abstract

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