Highly Stereoselective Oxy-Michael Additions to β,γ-Unsaturated α-Keto Esters:  Rapid Enantioselective Synthesis of 3-Hydroxybutenolides

Xin Xiong; Caroline Ovens; Adam W. Pilling; John W. Ward; Darren J. Dixon

doi:10.1021/ol702693m

Highly Stereoselective Oxy-Michael Additions to β,γ-Unsaturated α-Keto Esters: Rapid Enantioselective Synthesis of 3-Hydroxybutenolides

Organic Letters ◽

10.1021/ol702693m ◽

2008 ◽

Vol 10 (4) ◽

pp. 565-567 ◽

Cited By ~ 34

Author(s):

Xin Xiong ◽

Caroline Ovens ◽

Adam W. Pilling ◽

John W. Ward ◽

Darren J. Dixon

Keyword(s):

Enantioselective Synthesis ◽

Keto Esters ◽

Michael Additions

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ChemInform Abstract: Highly Stereoselective Oxy-Michael Additions to β,γ-Unsaturated α-Keto Esters: Rapid Enantioselective Synthesis of 3-Hydroxybutenolides.

ChemInform ◽

10.1002/chin.200830102 ◽

2008 ◽

Vol 39 (30) ◽

Author(s):

Xin Xiong ◽

Caroline Ovens ◽

Adam W. Pilling ◽

John W. Ward ◽

Darren J. Dixon

Keyword(s):

Enantioselective Synthesis ◽

Keto Esters ◽

Michael Additions

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ChemInform Abstract: ASYMMETRIC SYNTHESIS OF β-SUBSTITUTED Δ-KETO ESTERS VIA MICHAEL ADDITIONS OF (S)-AMP/(R)-AMP HYDRAZONES (AMP = 1-AMINO-2-METHOXYMETHYLPYRROLIDINE) TO α,β-UNSATURATED ESTERS. VIRTUALLY COMPLETE 1,6-ASYMMETRIC INDUCTION

Chemischer Informationsdienst ◽

10.1002/chin.198409179 ◽

1984 ◽

Vol 15 (9) ◽

Author(s):

D. ENDERS ◽

K. PAPADOPOULOS

Keyword(s):

Asymmetric Synthesis ◽

Asymmetric Induction ◽

Unsaturated Esters ◽

Keto Esters ◽

Michael Additions

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ChemInform Abstract: Catalytic Asymmetric Roskamp Reaction of α-Alkyl-α-diazoesters with Aromatic Aldehydes: Highly Enantioselective Synthesis of α-Alkyl-β-keto Esters.

ChemInform ◽

10.1002/chin.201047050 ◽

2010 ◽

Vol 41 (47) ◽

pp. no-no

Author(s):

Wei Li ◽

Jun Wang ◽

Xiaolei Hu ◽

Ke Shen ◽

Wentao Wang ◽

...

Keyword(s):

Aromatic Aldehydes ◽

Enantioselective Synthesis ◽

Keto Esters ◽

Catalytic Asymmetric

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ChemInform Abstract: Catalytic Cascade Aldol-Cyclization of Tertiary Ketone Enolates for Enantioselective Synthesis of Keto-Esters with a C-F Quaternary Stereogenic Center.

ChemInform ◽

10.1002/chin.201649072 ◽

2016 ◽

Vol 47 (49) ◽

Author(s):

Wanxing Sha ◽

Lijun Zhang ◽

Wenzhong Zhang ◽

Haibo Mei ◽

Vadim A. Soloshonok ◽

...

Keyword(s):

Enantioselective Synthesis ◽

Keto Esters ◽

Aldol Cyclization ◽

Ketone Enolates ◽

Stereogenic Center

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Asymmetric synthesis of δ-keto esters via Michael additions of chiral carbene complexes

Chemical Communications ◽

10.1039/cc9960002601 ◽

1996 ◽

pp. 2601-2602 ◽

Cited By ~ 13

Author(s):

Yan Shi ◽

William D. Wulff ◽

Glenn P. A. Yap ◽

Arnold L. Rheingold

Keyword(s):

Asymmetric Synthesis ◽

Carbene Complexes ◽

Keto Esters ◽

Michael Additions

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Enantioselective Michael additions of β-keto esters to α,β-unsaturated carbonyl compounds catalyzed by a chiral biquinoline N,N′-dioxide–scandium trifluoromethanesulfonate complex

Tetrahedron ◽

10.1016/s0040-4020(03)01139-6 ◽

2003 ◽

Vol 59 (37) ◽

pp. 7307-7313 ◽

Cited By ~ 60

Author(s):

Makoto Nakajima ◽

Satoshi Yamamoto ◽

Yukiko Yamaguchi ◽

Seiichi Nakamura ◽

Shunichi Hashimoto

Keyword(s):

Carbonyl Compounds ◽

Keto Esters ◽

Michael Additions

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ChemInform Abstract: A New Enantioselective Synthesis of Glycidates via Dynamic Kinetic Resolution of Racemic 2-Chloro-3-keto Esters Using Chiral Ru(II) Complexes.

ChemInform ◽

10.1002/chin.199530111 ◽

2010 ◽

Vol 26 (30) ◽

pp. no-no

Author(s):

J.-P. GENET ◽

M. C. CANO DE ANDRADE ◽

V. RATOVELOMANANA-VIDAL

Keyword(s):

Kinetic Resolution ◽

Enantioselective Synthesis ◽

Dynamic Kinetic Resolution ◽

Keto Esters

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Catalytic Asymmetric Roskamp Reaction of α-Alkyl-α-diazoesters with Aromatic Aldehydes: Highly Enantioselective Synthesis of α-Alkyl-β-keto Esters

Journal of the American Chemical Society ◽

10.1021/ja102832f ◽

2010 ◽

Vol 132 (25) ◽

pp. 8532-8533 ◽

Cited By ~ 128

Author(s):

Wei Li ◽

Jun Wang ◽

Xiaolei Hu ◽

Ke Shen ◽

Wentao Wang ◽

...

Keyword(s):

Aromatic Aldehydes ◽

Enantioselective Synthesis ◽

Keto Esters ◽

Catalytic Asymmetric

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Sulfoxide-mediated diastereoselective Michael additions. New enantioselective synthesis of C-4 substituted 2-pyroaminoadipic acids

Tetrahedron Letters ◽

10.1016/s0040-4039(99)01047-3 ◽

1999 ◽

Vol 40 (31) ◽

pp. 5763-5766 ◽

Cited By ~ 7

Author(s):

Hassan Acherki ◽

Carlos Alvarez-Ibarra ◽

Alicia Barrasa ◽

Alfonso de Dios

Keyword(s):

Enantioselective Synthesis ◽

Michael Additions

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A new enantioselective synthesis of glycidates via dynamic kinetic resolution of racemic 2-chloro-3-keto esters using chiral Ru (II) complexes

Tetrahedron Letters ◽

10.1016/0040-4039(95)00182-c ◽

1995 ◽

Vol 36 (12) ◽

pp. 2063-2066 ◽

Cited By ~ 37

Author(s):

Jean-Pierre Genêt ◽

M.C. Caño de Andrade ◽

V. Ratovelomanana-Vidal

Keyword(s):

Kinetic Resolution ◽

Enantioselective Synthesis ◽

Dynamic Kinetic Resolution ◽

Keto Esters

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