C2-symmetric bisphosphine ligands derived from 1,1- binaphthyldiamines and diphenylphosphinobenzoic acid for palladium catalyzed desymmetrizations

Chung Woo Lim; Sang gi Lee

doi:10.1016/S0040-4020(00)00420-8

C₂-symmetric bisphosphine ligands derived from 1,1- binaphthyldiamines and diphenylphosphinobenzoic acid for palladium catalyzed desymmetrizations

Chung Woo Lim, Sang gi Lee

Department of Chemistry & Nanoscience

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

35 Scopus citations

Abstract

A series of novel C₂-symmetric bisphosphine ligands derived from DPPBA and C₂-symmetric 1,1' -binaphthyldiamines has been synthesized. In palladium catalyzed desymmetrization of meso cyclic carbamates, the enantioselectivity and the stereochemistry of the major enantiomers are largely affected by the substitution position of DPPBA moiety on the 1,1'-binaphthyl chiral scaffold. (C) 2000 Elsevier Science Ltd.

Original language	English
Pages (from-to)	5131-5136
Number of pages	6
Journal	Tetrahedron
Volume	56
Issue number	29
DOIs	https://doi.org/10.1016/S0040-4020(00)00420-8
State	Published - 14 Jul 2000

Bibliographical note

Funding Information:
We are grateful to the Korea Institute of Science and Technology (2v00363 and 2v00443) and, in part, Korea Fine Chemical, Inc. (2M08371) for support of this work.

Keywords

Binaphthylbisphosphine
C- symmetric
Desymmetrizations
Palladium

Access to Document

10.1016/S0040-4020(00)00420-8

Cite this

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title = "C2-symmetric bisphosphine ligands derived from 1,1- binaphthyldiamines and diphenylphosphinobenzoic acid for palladium catalyzed desymmetrizations",

abstract = "A series of novel C2-symmetric bisphosphine ligands derived from DPPBA and C2-symmetric 1,1' -binaphthyldiamines has been synthesized. In palladium catalyzed desymmetrization of meso cyclic carbamates, the enantioselectivity and the stereochemistry of the major enantiomers are largely affected by the substitution position of DPPBA moiety on the 1,1'-binaphthyl chiral scaffold. (C) 2000 Elsevier Science Ltd.",

keywords = "Binaphthylbisphosphine, C- symmetric, Desymmetrizations, Palladium",

author = "Lim, {Chung Woo} and Lee, {Sang gi}",

note = "Funding Information: We are grateful to the Korea Institute of Science and Technology (2v00363 and 2v00443) and, in part, Korea Fine Chemical, Inc. (2M08371) for support of this work.",

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T1 - C2-symmetric bisphosphine ligands derived from 1,1- binaphthyldiamines and diphenylphosphinobenzoic acid for palladium catalyzed desymmetrizations

AU - Lim, Chung Woo

AU - Lee, Sang gi

N1 - Funding Information: We are grateful to the Korea Institute of Science and Technology (2v00363 and 2v00443) and, in part, Korea Fine Chemical, Inc. (2M08371) for support of this work.

PY - 2000/7/14

Y1 - 2000/7/14

N2 - A series of novel C2-symmetric bisphosphine ligands derived from DPPBA and C2-symmetric 1,1' -binaphthyldiamines has been synthesized. In palladium catalyzed desymmetrization of meso cyclic carbamates, the enantioselectivity and the stereochemistry of the major enantiomers are largely affected by the substitution position of DPPBA moiety on the 1,1'-binaphthyl chiral scaffold. (C) 2000 Elsevier Science Ltd.

AB - A series of novel C2-symmetric bisphosphine ligands derived from DPPBA and C2-symmetric 1,1' -binaphthyldiamines has been synthesized. In palladium catalyzed desymmetrization of meso cyclic carbamates, the enantioselectivity and the stereochemistry of the major enantiomers are largely affected by the substitution position of DPPBA moiety on the 1,1'-binaphthyl chiral scaffold. (C) 2000 Elsevier Science Ltd.

KW - Binaphthylbisphosphine

KW - C- symmetric

KW - Desymmetrizations

KW - Palladium

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U2 - 10.1016/S0040-4020(00)00420-8

DO - 10.1016/S0040-4020(00)00420-8

M3 - Article

AN - SCOPUS:0008639668

SN - 0040-4020

VL - 56

SP - 5131

EP - 5136

JO - Tetrahedron

JF - Tetrahedron

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