Palladium-Mediated Annulation of Vinyl Aziridines with Michael Acceptors: Stereocontrolled Synthesis of Substituted Pyrrolidines and Its Application in a Formal Synthesis of (-)-alpha-Kainic Acid

Martin A. Lowe; Mehrnoosh Ostovar; Serena Ferrini; Chia-Chun Chen; Paul G. Lawrence; Francesco Fontana; Andrew A. Calabrese; Varinder K. Aggarwal

doi:10.1002/anie.201101389

Palladium-Mediated Annulation of Vinyl Aziridines with Michael Acceptors: Stereocontrolled Synthesis of Substituted Pyrrolidines and Its Application in a Formal Synthesis of (-)-alpha-Kainic Acid

Martin A. Lowe, Mehrnoosh Ostovar, Serena Ferrini, Chia-Chun Chen, Paul G. Lawrence, Francesco Fontana, Andrew A. Calabrese, Varinder K. Aggarwal^*

^*Corresponding author for this work

Research output: Contribution to journal › Article (Academic Journal) › peer-review

103 Citations (Scopus)

Original language	English
Pages (from-to)	6370-6374
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	50
Issue number	28
DOIs	https://doi.org/10.1002/anie.201101389
Publication status	Published - 2011

Keywords

annulation
aziridines
palladium
pyrrolidines
synthetic methods
EXCITATORY AMINO-ACIDS
CATALYZED CASCADE REACTIONS
CHIRAL LITHIUM AMIDES
IN-SITU GENERATION
(-)-KAINIC ACID
ACTIVATED OLEFINS
KAINIC ACID
3+2 CYCLOADDITION
DIASTEREOSELECTIVE SYNTHESIS
ASYMMETRIC DEPROTONATION

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NEW ASSYMETRIC REACTIONS AND THEIR APPLICATION IN TOTAL SYNTHESIS
Aggarwal, V. K.
1/10/05 → 1/10/10
Project: Research

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Lowe, M. A., Ostovar, M., Ferrini, S., Chen, C-C., Lawrence, P. G., Fontana, F., Calabrese, A. A., & Aggarwal, V. K. (2011). Palladium-Mediated Annulation of Vinyl Aziridines with Michael Acceptors: Stereocontrolled Synthesis of Substituted Pyrrolidines and Its Application in a Formal Synthesis of (-)-alpha-Kainic Acid. Angewandte Chemie - International Edition, 50(28), 6370-6374. https://doi.org/10.1002/anie.201101389

@article{f2719b303af646299182b0c93376fbca,

title = "Palladium-Mediated Annulation of Vinyl Aziridines with Michael Acceptors: Stereocontrolled Synthesis of Substituted Pyrrolidines and Its Application in a Formal Synthesis of (-)-alpha-Kainic Acid",

keywords = "annulation, aziridines, palladium, pyrrolidines, synthetic methods, EXCITATORY AMINO-ACIDS, CATALYZED CASCADE REACTIONS, CHIRAL LITHIUM AMIDES, IN-SITU GENERATION, (-)-KAINIC ACID, ACTIVATED OLEFINS, KAINIC ACID, 3+2 CYCLOADDITION, DIASTEREOSELECTIVE SYNTHESIS, ASYMMETRIC DEPROTONATION",

author = "Lowe, {Martin A.} and Mehrnoosh Ostovar and Serena Ferrini and Chia-Chun Chen and Lawrence, {Paul G.} and Francesco Fontana and Calabrese, {Andrew A.} and Aggarwal, {Varinder K.}",

year = "2011",

doi = "10.1002/anie.201101389",

language = "English",

volume = "50",

pages = "6370--6374",

journal = "Angewandte Chemie - International Edition",

issn = "1433-7851",

publisher = "Wiley-VCH Verlag",

number = "28",

}

Lowe, MA, Ostovar, M, Ferrini, S, Chen, C-C, Lawrence, PG, Fontana, F, Calabrese, AA & Aggarwal, VK 2011, 'Palladium-Mediated Annulation of Vinyl Aziridines with Michael Acceptors: Stereocontrolled Synthesis of Substituted Pyrrolidines and Its Application in a Formal Synthesis of (-)-alpha-Kainic Acid', Angewandte Chemie - International Edition, vol. 50, no. 28, pp. 6370-6374. https://doi.org/10.1002/anie.201101389

Palladium-Mediated Annulation of Vinyl Aziridines with Michael Acceptors : Stereocontrolled Synthesis of Substituted Pyrrolidines and Its Application in a Formal Synthesis of (-)-alpha-Kainic Acid. / Lowe, Martin A.; Ostovar, Mehrnoosh; Ferrini, Serena et al.

In: Angewandte Chemie - International Edition, Vol. 50, No. 28, 2011, p. 6370-6374.

Research output: Contribution to journal › Article (Academic Journal) › peer-review

TY - JOUR

T1 - Palladium-Mediated Annulation of Vinyl Aziridines with Michael Acceptors

T2 - Stereocontrolled Synthesis of Substituted Pyrrolidines and Its Application in a Formal Synthesis of (-)-alpha-Kainic Acid

AU - Lowe, Martin A.

AU - Ostovar, Mehrnoosh

AU - Ferrini, Serena

AU - Chen, Chia-Chun

AU - Lawrence, Paul G.

AU - Fontana, Francesco

AU - Calabrese, Andrew A.

AU - Aggarwal, Varinder K.

PY - 2011

Y1 - 2011

KW - annulation

KW - aziridines

KW - palladium

KW - pyrrolidines

KW - synthetic methods

KW - EXCITATORY AMINO-ACIDS

KW - CATALYZED CASCADE REACTIONS

KW - CHIRAL LITHIUM AMIDES

KW - IN-SITU GENERATION

KW - (-)-KAINIC ACID

KW - ACTIVATED OLEFINS

KW - KAINIC ACID

KW - 3+2 CYCLOADDITION

KW - DIASTEREOSELECTIVE SYNTHESIS

KW - ASYMMETRIC DEPROTONATION

U2 - 10.1002/anie.201101389

DO - 10.1002/anie.201101389

M3 - Article (Academic Journal)

C2 - 21626630

VL - 50

SP - 6370

EP - 6374

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

SN - 1433-7851

IS - 28

ER -

Palladium-Mediated Annulation of Vinyl Aziridines with Michael Acceptors: Stereocontrolled Synthesis of Substituted Pyrrolidines and Its Application in a Formal Synthesis of (-)-alpha-Kainic Acid

Keywords

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Projects

NEW ASSYMETRIC REACTIONS AND THEIR APPLICATION IN TOTAL SYNTHESIS

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