Organocatalytic;
Asymmetric;
Acyl transfer reagent;
Pyrrolidine;
Squaramide;
D O I:
10.1002/asia.202300563
中图分类号:
O6 [化学];
学科分类号:
0703 ;
摘要:
Herein we have developed an organocatalytic asymmetric domino [3+ 2]-cycloaddition-acyl transfer reaction between in situ generated azomethine ylides and alpha-nitro-alpha, beta-unsaturated ketones. The desired penta-substituted pyrrolidine products were obtained in high yields and in moderate to good enantio- and diastereoselectivities. Also, an isomerization reaction in silica gel was performed for the formation of another diastereomer in high yields with retention of enantioselectivities.
机构:
Univ Pais Vasco Euskal Herriko Unibertsitatea, Fac Ciencias & Tecnol, Dept Quim Organ 2, E-48080 Bilbao, SpainUniv Pais Vasco Euskal Herriko Unibertsitatea, Fac Ciencias & Tecnol, Dept Quim Organ 2, E-48080 Bilbao, Spain
Iza, Ainara
Carrillo, Luisa
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Univ Pais Vasco Euskal Herriko Unibertsitatea, Fac Ciencias & Tecnol, Dept Quim Organ 2, E-48080 Bilbao, SpainUniv Pais Vasco Euskal Herriko Unibertsitatea, Fac Ciencias & Tecnol, Dept Quim Organ 2, E-48080 Bilbao, Spain
Carrillo, Luisa
Vicario, Jose L.
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Univ Pais Vasco Euskal Herriko Unibertsitatea, Fac Ciencias & Tecnol, Dept Quim Organ 2, E-48080 Bilbao, SpainUniv Pais Vasco Euskal Herriko Unibertsitatea, Fac Ciencias & Tecnol, Dept Quim Organ 2, E-48080 Bilbao, Spain
Vicario, Jose L.
Badia, Dolores
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Univ Pais Vasco Euskal Herriko Unibertsitatea, Fac Ciencias & Tecnol, Dept Quim Organ 2, E-48080 Bilbao, SpainUniv Pais Vasco Euskal Herriko Unibertsitatea, Fac Ciencias & Tecnol, Dept Quim Organ 2, E-48080 Bilbao, Spain
Badia, Dolores
Reyes, Efraim
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Univ Pais Vasco Euskal Herriko Unibertsitatea, Fac Ciencias & Tecnol, Dept Quim Organ 2, E-48080 Bilbao, SpainUniv Pais Vasco Euskal Herriko Unibertsitatea, Fac Ciencias & Tecnol, Dept Quim Organ 2, E-48080 Bilbao, Spain
Reyes, Efraim
Martinez, Jose I.
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Univ Pais Vasco Euskal Herriko Unibertsitatea, Fac Ciencias & Tecnol, Dept Quim Organ 2, E-48080 Bilbao, SpainUniv Pais Vasco Euskal Herriko Unibertsitatea, Fac Ciencias & Tecnol, Dept Quim Organ 2, E-48080 Bilbao, Spain
机构:
Comenius Univ, Fac Nat Sci, Dept Organ Chem, Ilkovicova 6, Bratislava 84215, SlovakiaComenius Univ, Fac Nat Sci, Dept Organ Chem, Ilkovicova 6, Bratislava 84215, Slovakia
Penaska, Tibor
Ormandyova, Kristina
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Comenius Univ, Fac Nat Sci, Dept Organ Chem, Ilkovicova 6, Bratislava 84215, SlovakiaComenius Univ, Fac Nat Sci, Dept Organ Chem, Ilkovicova 6, Bratislava 84215, Slovakia
Ormandyova, Kristina
Meciarova, Maria
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Comenius Univ, Fac Nat Sci, Dept Organ Chem, Ilkovicova 6, Bratislava 84215, SlovakiaComenius Univ, Fac Nat Sci, Dept Organ Chem, Ilkovicova 6, Bratislava 84215, Slovakia
Meciarova, Maria
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Filo, Juraj
Sebesta, Radovan
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Comenius Univ, Fac Nat Sci, Dept Organ Chem, Ilkovicova 6, Bratislava 84215, SlovakiaComenius Univ, Fac Nat Sci, Dept Organ Chem, Ilkovicova 6, Bratislava 84215, Slovakia