Catalytic highly asymmetric 1,5(6)-selective cyclization reaction of -hydroxyimino cyclic ketones: direct approach to ring-fused hydroxyimino dihydropyransElectronic supplementary information (ESI) available. CCDC 931435. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c3ob41001c

Herein, we have disclosed a catalytic asymmetric 1,5(6)-selective Michael/cyclization reaction of -hydroxyimino cyclic ketones with ,-unsaturated -keto esters. Unlike the previous catalytic strategies, this reaction provides a convenient 1,5(6)-selective asymmetric pathway to access synthetically us...

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Main Authors Liu, Luping, Zhang, Dekui, Zhang, Panpan, Jiang, Xianxing, Wang, Rui
Format Journal Article
LanguageEnglish
Published 24.07.2013
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Abstract Herein, we have disclosed a catalytic asymmetric 1,5(6)-selective Michael/cyclization reaction of -hydroxyimino cyclic ketones with ,-unsaturated -keto esters. Unlike the previous catalytic strategies, this reaction provides a convenient 1,5(6)-selective asymmetric pathway to access synthetically useful ring-fused dihydropyrans. In general, high levels of yield, enantio- and diastereoselectivity (up to 99% yield, >99% ee and >20:1 dr) were obtained. Herein, we have disclosed an catalytic asymmetric 1,5(6)-selective Michael/cyclization reaction of -hydroxyimino cyclic ketones with ,-unsaturated -keto esters to access synthetic useful ring-fused dihydropyrans.
AbstractList Herein, we have disclosed a catalytic asymmetric 1,5(6)-selective Michael/cyclization reaction of -hydroxyimino cyclic ketones with ,-unsaturated -keto esters. Unlike the previous catalytic strategies, this reaction provides a convenient 1,5(6)-selective asymmetric pathway to access synthetically useful ring-fused dihydropyrans. In general, high levels of yield, enantio- and diastereoselectivity (up to 99% yield, >99% ee and >20:1 dr) were obtained. Herein, we have disclosed an catalytic asymmetric 1,5(6)-selective Michael/cyclization reaction of -hydroxyimino cyclic ketones with ,-unsaturated -keto esters to access synthetic useful ring-fused dihydropyrans.
Author Zhang, Dekui
Zhang, Panpan
Jiang, Xianxing
Liu, Luping
Wang, Rui
AuthorAffiliation Institute of Biochemistry and Molecular Biology
State Key Laboratory of Applied Organic Chemistry
Lanzhou University
Key Laboratory of Preclinical Study for New Drugs of Gansu Province
Department Molecular and Medical Pharmacology
David Geffen School of Medicine
University of California
the Second Hospital of Lanzhou University
School of Basic Medical Sciences
Department of Gastroenterology
AuthorAffiliation_xml – name: the Second Hospital of Lanzhou University
– name: Institute of Biochemistry and Molecular Biology
– name: University of California
– name: David Geffen School of Medicine
– name: Key Laboratory of Preclinical Study for New Drugs of Gansu Province
– name: School of Basic Medical Sciences
– name: State Key Laboratory of Applied Organic Chemistry
– name: Department of Gastroenterology
– name: Lanzhou University
– name: Department Molecular and Medical Pharmacology
Author_xml – sequence: 1
  givenname: Luping
  surname: Liu
  fullname: Liu, Luping
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  givenname: Dekui
  surname: Zhang
  fullname: Zhang, Dekui
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  givenname: Panpan
  surname: Zhang
  fullname: Zhang, Panpan
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  givenname: Xianxing
  surname: Jiang
  fullname: Jiang, Xianxing
– sequence: 5
  givenname: Rui
  surname: Wang
  fullname: Wang, Rui
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Notes Electronic supplementary information (ESI) available. CCDC
For ESI and crystallographic data in CIF or other electronic format see DOI
10.1039/c3ob41001c
931435
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Snippet Herein, we have disclosed a catalytic asymmetric 1,5(6)-selective Michael/cyclization reaction of -hydroxyimino cyclic ketones with ,-unsaturated -keto esters....
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Title Catalytic highly asymmetric 1,5(6)-selective cyclization reaction of -hydroxyimino cyclic ketones: direct approach to ring-fused hydroxyimino dihydropyransElectronic supplementary information (ESI) available. CCDC 931435. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c3ob41001c
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