Enantioselective Pd-catalyzed allylic alkylation of indoles by a new class of chiral ferrocenyl P/S ligands

Hong Yee Cheung; Wing Yiu Yu; Fuk Loi Lam; Terry T.L. Au-Yeung; Zhongyuan Zhou; Tak Hang Chan; Albert S.C. Chan

doi:10.1021/ol7018532

Enantioselective Pd-catalyzed allylic alkylation of indoles by a new class of chiral ferrocenyl P/S ligands

Hong Yee Cheung, Wing Yiu Yu, Fuk Loi Lam, Terry T.L. Au-Yeung, Zhongyuan Zhou, Tak Hang Chan, Albert S.C. Chan

Research output: Journal article publication › Journal article › Academic research › peer-review

126 Citations (Scopus)

Abstract

Chiral ferrocenyl heterobidentate P/S ligands bearing both central and planar chirality were prepared from (S)-ugi's amine via a three-step modular synthesis. Through systematic screening and optimization, L8 was found to be the best ligand for Pd-catalyzed asymmetric allylic alkylation of indoles with ee's up to 96% being attained.

Original language	English
Pages (from-to)	4295-4298
Number of pages	4
Journal	Organic Letters
Volume	9
Issue number	21
DOIs	https://doi.org/10.1021/ol7018532
Publication status	Published - 11 Oct 2007

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol7018532

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abstract = "Chiral ferrocenyl heterobidentate P/S ligands bearing both central and planar chirality were prepared from (S)-ugi's amine via a three-step modular synthesis. Through systematic screening and optimization, L8 was found to be the best ligand for Pd-catalyzed asymmetric allylic alkylation of indoles with ee's up to 96% being attained.",

author = "Cheung, {Hong Yee} and Yu, {Wing Yiu} and Lam, {Fuk Loi} and Au-Yeung, {Terry T.L.} and Zhongyuan Zhou and Chan, {Tak Hang} and Chan, {Albert S.C.}",

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AU - Cheung, Hong Yee

AU - Yu, Wing Yiu

AU - Lam, Fuk Loi

AU - Au-Yeung, Terry T.L.

AU - Zhou, Zhongyuan

AU - Chan, Tak Hang

AU - Chan, Albert S.C.

PY - 2007/10/11

Y1 - 2007/10/11

N2 - Chiral ferrocenyl heterobidentate P/S ligands bearing both central and planar chirality were prepared from (S)-ugi's amine via a three-step modular synthesis. Through systematic screening and optimization, L8 was found to be the best ligand for Pd-catalyzed asymmetric allylic alkylation of indoles with ee's up to 96% being attained.

AB - Chiral ferrocenyl heterobidentate P/S ligands bearing both central and planar chirality were prepared from (S)-ugi's amine via a three-step modular synthesis. Through systematic screening and optimization, L8 was found to be the best ligand for Pd-catalyzed asymmetric allylic alkylation of indoles with ee's up to 96% being attained.

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U2 - 10.1021/ol7018532

DO - 10.1021/ol7018532

M3 - Journal article

SN - 1523-7060

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JO - Organic Letters

JF - Organic Letters

IS - 21

ER -

Enantioselective Pd-catalyzed allylic alkylation of indoles by a new class of chiral ferrocenyl P/S ligands

Abstract

ASJC Scopus subject areas

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