The Catalytic Asymmetric Mukaiyama-Michael Reaction of Silyl Ketene Acetals with α,β-Unsaturated Methyl Esters

Tim Gatzenmeier; Philip S. J. Kaib; Julia B. Lingnau; Richard Goddard; Benjamin List

doi:10.1002/anie.201712088

The Catalytic Asymmetric Mukaiyama-Michael Reaction of Silyl Ketene Acetals with α,β-Unsaturated Methyl Esters

Angewandte Chemie International Edition ◽

10.1002/anie.201712088 ◽

2018 ◽

Vol 57 (9) ◽

pp. 2464-2468 ◽

Cited By ~ 23

Author(s):

Tim Gatzenmeier ◽

Philip S. J. Kaib ◽

Julia B. Lingnau ◽

Richard Goddard ◽

Benjamin List

Keyword(s):

Michael Reaction ◽

Methyl Esters ◽

Ketene Acetals ◽

Silyl Ketene Acetals ◽

Catalytic Asymmetric

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ChemInform Abstract: The Catalytic Asymmetric Aldol Reaction of Aldehydes with Unsubstituted and Monosubstituted Silyl Ketene Acetals: Formation of anti-β-Hydroxy-α-methyl Esters.

ChemInform ◽

10.1002/chin.199242056 ◽

2010 ◽

Vol 23 (42) ◽

pp. no-no

Author(s):

E. R. PARMEE ◽

Y. HONG ◽

O. TEMPKIN ◽

S. MASAMUNE

Keyword(s):

Methyl Esters ◽

Aldol Reaction ◽

Asymmetric Aldol ◽

Asymmetric Aldol Reaction ◽

Ketene Acetals ◽

Silyl Ketene Acetals ◽

Catalytic Asymmetric

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The catalytic asymmetric aldol reaction of aldehydes with unsubstituted and monosubstituted silyl ketene acetals: formation of anti-β-hydroxy-α-methyl esters

Tetrahedron Letters ◽

10.1016/s0040-4039(00)91717-9 ◽

1992 ◽

Vol 33 (13) ◽

pp. 1729-1732 ◽

Cited By ~ 74

Author(s):

Emma R. Parmee ◽

Yaping Hong ◽

Orin Tempkin ◽

Satoru Masamune

Keyword(s):

Methyl Esters ◽

Aldol Reaction ◽

Asymmetric Aldol ◽

Asymmetric Aldol Reaction ◽

Ketene Acetals ◽

Silyl Ketene Acetals ◽

Catalytic Asymmetric

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ChemInform Abstract: Highly Effective Catalysts for the Conjugate Addition of Silyl Ketene Acetals to Enones (Mukaiyama-Michael Reaction).

ChemInform ◽

10.1002/chin.199418032 ◽

2010 ◽

Vol 25 (18) ◽

pp. no-no

Author(s):

V. BERL ◽

G. HELMCHEN ◽

S. PRESTON

Keyword(s):

Michael Reaction ◽

Conjugate Addition ◽

Highly Effective ◽

Ketene Acetals ◽

Silyl Ketene Acetals

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ChemInform Abstract: Kinetics of the Anion-Catalyzed Michael Reaction of Silyl Ketene Acetals. Initiation and Propagation Steps of Group Transfer Polymerization.

ChemInform ◽

10.1002/chin.198907100 ◽

1989 ◽

Vol 20 (7) ◽

Author(s):

W. J. BRITTAIN

Keyword(s):

Michael Reaction ◽

Group Transfer ◽

Initiation And Propagation ◽

Ketene Acetals ◽

Silyl Ketene Acetals ◽

Kinetics Of

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Kinetics of the anion-catalyzed Michael reaction of silyl ketene acetals. Initiation and propagation steps of group transfer polymerization

Journal of the American Chemical Society ◽

10.1021/ja00230a025 ◽

1988 ◽

Vol 110 (22) ◽

pp. 7440-7444 ◽

Cited By ~ 31

Author(s):

William J. Brittain

Keyword(s):

Michael Reaction ◽

Group Transfer ◽

Initiation And Propagation ◽

Ketene Acetals ◽

Silyl Ketene Acetals ◽

Kinetics Of

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ChemInform Abstract: Successive Michael Reaction-Sigmatropic Rearrangement of Polyquinones with Silyl Ketene Acetals.

ChemInform ◽

10.1002/chin.199017081 ◽

1990 ◽

Vol 21 (17) ◽

Author(s):

M. ASO ◽

K. HAYAKAWA ◽

K. KANEMATSU

Keyword(s):

Michael Reaction ◽

Sigmatropic Rearrangement ◽

Ketene Acetals ◽

Silyl Ketene Acetals

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Highly effective catalysts for the conjugate addition of silyl ketene acetals to enones (Mukaiyama-Michael reaction)

Tetrahedron Letters ◽

10.1016/s0040-4039(00)76519-1 ◽

1994 ◽

Vol 35 (2) ◽

pp. 233-236 ◽

Cited By ~ 22

Author(s):

Valérie Berl ◽

Günter Helmchen ◽

Stephanie Preston

Keyword(s):

Michael Reaction ◽

Conjugate Addition ◽

Highly Effective ◽

Ketene Acetals ◽

Silyl Ketene Acetals

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ChemInform Abstract: The Catalytic Asymmetric Aldol Reaction of Silyl Ketene Acetals with Aldehydes in the Presence of a Chiral Borane Complex. Nitroethane as a Highly Effective Solvent for Catalytic Conditions.

ChemInform ◽

10.1002/chin.199301157 ◽

2010 ◽

Vol 24 (1) ◽

pp. no-no

Author(s):

S. KIYOOKA ◽

Y. KANEKO ◽

K. KUME

Keyword(s):

Aldol Reaction ◽

Asymmetric Aldol ◽

Asymmetric Aldol Reaction ◽

Highly Effective ◽

Ketene Acetals ◽

Silyl Ketene Acetals ◽

Catalytic Asymmetric

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The catalytic asymmetric aldol reaction of silyl ketene acetals with aldehydes in the presence of a chiral borane complex. Nitroethane as a highly effective solvent for catalytic conditions

Tetrahedron Letters ◽

10.1016/s0040-4039(00)61236-4 ◽

1992 ◽

Vol 33 (34) ◽

pp. 4927-4930 ◽

Cited By ~ 84

Author(s):

Syun-ichi Kiyooka ◽

Yuichi Kaneko ◽

Ken-ichi Kume

Keyword(s):

Aldol Reaction ◽

Asymmetric Aldol ◽

Asymmetric Aldol Reaction ◽

Highly Effective ◽

Ketene Acetals ◽

Silyl Ketene Acetals ◽

Catalytic Asymmetric

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Catalytic Asymmetric Aminomethylation of Bis-Silyl Ketene Acetals to β2-Amino Acids

Synfacts ◽

10.1055/s-0040-1706180 ◽

2021 ◽

Vol 17 (05) ◽

pp. 0565

Keyword(s):

Amino Acids ◽

Ketene Acetals ◽

Silyl Ketene Acetals ◽

Catalytic Asymmetric

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