An asymmetric oxidative cyclization/Mannich-type addition cascade reaction for direct access to chiral pyrrolidin-3-ones

An asymmetric oxidative cyclization/Mannich-type addition cascade reaction for direct access to chiral pyrrolidin-3-ones

An efficient gold and chiral phosphoric acid cooperatively catalyzed enantioselective oxidative cyclization/Mannich-type addition reaction of homopropargyl amides with nitrones has been developed, which provides chiral pyrrolidin-3-ones in high yields with excellent enantioselectivities under mild c...

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2021-11, Vol.57 (91), p.12171-12174
Hauptverfasser: Zhou, Su, Xie, Xiongda, Xu, Xinxin, Dong, Shanliang, Hu, Wenhao, Xu, Xinfang
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Sprache:eng
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Alkynes
Amides
Cascade chemical reactions
Enantiomers
Phosphoric acid
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container_end_page 12174
container_issue 91
container_start_page 12171
container_title Chemical communications (Cambridge, England)
container_volume 57
creator Zhou, Su
Xie, Xiongda
Xu, Xinxin
Dong, Shanliang
Hu, Wenhao
Xu, Xinfang
description An efficient gold and chiral phosphoric acid cooperatively catalyzed enantioselective oxidative cyclization/Mannich-type addition reaction of homopropargyl amides with nitrones has been developed, which provides chiral pyrrolidin-3-ones in high yields with excellent enantioselectivities under mild conditions. This reaction employed stable and readily available alkynes as non-diazo carbene precursors, which provides a 100% atom economy method with high bond formation efficiency. An asymmetric oxidative cyclization/Mannich-type addition of homopropargyl amides with nitrones has been reported, which provides a 100% atom-economy access to chiral pyrrolidin-3-ones.
doi_str_mv 10.1039/d1cc04830a
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source Royal Society Of Chemistry Journals; Alma/SFX Local Collection
subjects Alkynes
Amides
Cascade chemical reactions
Enantiomers
Phosphoric acid
title An asymmetric oxidative cyclization/Mannich-type addition cascade reaction for direct access to chiral pyrrolidin-3-ones
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