Catalytic enantioselective allylation of ketimines by using palladium pincer complexes with chiral bis(imidazoline)s

Shuichi Nakamura; Kengo Hyodo; Masayuki Nakamura; Daisuke Nakane; Hideki Masuda

doi:10.1002/chem.201300685

Catalytic enantioselective allylation of ketimines by using palladium pincer complexes with chiral bis(imidazoline)s

Shuichi Nakamura
, Kengo Hyodo
, Masayuki Nakamura
, Daisuke Nakane
, Hideki Masuda

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

102 Citations (Scopus)

Abstract

Get selective! Enantioselective allylation of ketimines derived from isatins by using chiral 1,3-bis(imidazolin-2-yl)benzene (Phebim)-Pd^II complexes afforded products with good enantioselectivity (see scheme). The reaction was applied to a wide variety of ketimines. The obtained product can be converted to homoallylic amines and a spirocyclic amine without the loss of enantiopurity.

Original language	English
Pages (from-to)	7304-7309
Number of pages	6
Journal	Chemistry - A European Journal
Volume	19
Issue number	23
DOIs	https://doi.org/10.1002/chem.201300685
Publication status	Published - 3 Jun 2013

Keywords

allylation
asymmetric catalysis
ketimines
palladium
pincer complexes

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10.1002/chem.201300685

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abstract = "Get selective! Enantioselective allylation of ketimines derived from isatins by using chiral 1,3-bis(imidazolin-2-yl)benzene (Phebim)-PdII complexes afforded products with good enantioselectivity (see scheme). The reaction was applied to a wide variety of ketimines. The obtained product can be converted to homoallylic amines and a spirocyclic amine without the loss of enantiopurity.",

keywords = "allylation, asymmetric catalysis, ketimines, palladium, pincer complexes",

author = "Shuichi Nakamura and Kengo Hyodo and Masayuki Nakamura and Daisuke Nakane and Hideki Masuda",

year = "2013",

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doi = "10.1002/chem.201300685",

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T1 - Catalytic enantioselective allylation of ketimines by using palladium pincer complexes with chiral bis(imidazoline)s

AU - Nakamura, Shuichi

AU - Hyodo, Kengo

AU - Nakamura, Masayuki

AU - Nakane, Daisuke

AU - Masuda, Hideki

PY - 2013/6/3

Y1 - 2013/6/3

N2 - Get selective! Enantioselective allylation of ketimines derived from isatins by using chiral 1,3-bis(imidazolin-2-yl)benzene (Phebim)-PdII complexes afforded products with good enantioselectivity (see scheme). The reaction was applied to a wide variety of ketimines. The obtained product can be converted to homoallylic amines and a spirocyclic amine without the loss of enantiopurity.

AB - Get selective! Enantioselective allylation of ketimines derived from isatins by using chiral 1,3-bis(imidazolin-2-yl)benzene (Phebim)-PdII complexes afforded products with good enantioselectivity (see scheme). The reaction was applied to a wide variety of ketimines. The obtained product can be converted to homoallylic amines and a spirocyclic amine without the loss of enantiopurity.

KW - allylation

KW - asymmetric catalysis

KW - ketimines

KW - palladium

KW - pincer complexes

UR - https://www.scopus.com/pages/publications/84878219266

U2 - 10.1002/chem.201300685

DO - 10.1002/chem.201300685

M3 - Article

C2 - 23633426

AN - SCOPUS:84878219266

SN - 0947-6539

VL - 19

SP - 7304

EP - 7309

JO - Chemistry - A European Journal

JF - Chemistry - A European Journal

IS - 23

ER -

Catalytic enantioselective allylation of ketimines by using palladium pincer complexes with chiral bis(imidazoline)s

Abstract

Keywords

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