Application of indane-derived C2-symmetric bis(oxazolines) in two-point binding asymmetric Diels-Alder reactions

Ian W. Davies; Chris H. Senanayake; Robert D. Larsen; Thomas R. Verhoeven; Paul J. Reider

doi:10.1016/0040-4039(96)00119-0

Application of indane-derived C²-symmetric bis(oxazolines) in two-point binding asymmetric Diels-Alder reactions

Ian W. Davies, Chris H. Senanayake, Robert D. Larsen, Thomas R. Verhoeven, Paul J. Reider

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Abstract

Summary: Bis(oxazolines) 1 - 5 were examined in copper(II)-catalyzed asymmetric Diels-Alder reactions of acrylimide 6 and cyclopentadiene. Highly enantioselective reactions were attained with ligand 1 (up to 95% e.e.) as well as good endo selectivity (39:1) in the Cu(SbF₆)₂-catalyzed process.

Original language	English (US)
Pages (from-to)	1725-1726
Number of pages	2
Journal	Tetrahedron Letters
Volume	37
Issue number	11
DOIs	https://doi.org/10.1016/0040-4039(96)00119-0
State	Published - Mar 11 1996
Externally published	Yes

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/0040-4039(96)00119-0

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title = "Application of indane-derived C2-symmetric bis(oxazolines) in two-point binding asymmetric Diels-Alder reactions",

abstract = "Summary: Bis(oxazolines) 1 - 5 were examined in copper(II)-catalyzed asymmetric Diels-Alder reactions of acrylimide 6 and cyclopentadiene. Highly enantioselective reactions were attained with ligand 1 (up to 95% e.e.) as well as good endo selectivity (39:1) in the Cu(SbF6)2-catalyzed process.",

author = "Davies, {Ian W.} and Senanayake, {Chris H.} and Larsen, {Robert D.} and Verhoeven, {Thomas R.} and Reider, {Paul J.}",

year = "1996",

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doi = "10.1016/0040-4039(96)00119-0",

language = "English (US)",

volume = "37",

pages = "1725--1726",

journal = "Tetrahedron Letters",

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T1 - Application of indane-derived C2-symmetric bis(oxazolines) in two-point binding asymmetric Diels-Alder reactions

AU - Davies, Ian W.

AU - Senanayake, Chris H.

AU - Larsen, Robert D.

AU - Verhoeven, Thomas R.

AU - Reider, Paul J.

PY - 1996/3/11

Y1 - 1996/3/11

N2 - Summary: Bis(oxazolines) 1 - 5 were examined in copper(II)-catalyzed asymmetric Diels-Alder reactions of acrylimide 6 and cyclopentadiene. Highly enantioselective reactions were attained with ligand 1 (up to 95% e.e.) as well as good endo selectivity (39:1) in the Cu(SbF6)2-catalyzed process.

AB - Summary: Bis(oxazolines) 1 - 5 were examined in copper(II)-catalyzed asymmetric Diels-Alder reactions of acrylimide 6 and cyclopentadiene. Highly enantioselective reactions were attained with ligand 1 (up to 95% e.e.) as well as good endo selectivity (39:1) in the Cu(SbF6)2-catalyzed process.

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U2 - 10.1016/0040-4039(96)00119-0

DO - 10.1016/0040-4039(96)00119-0

M3 - Article

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VL - 37

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EP - 1726

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 11

ER -

Application of indane-derived C²-symmetric bis(oxazolines) in two-point binding asymmetric Diels-Alder reactions

Abstract

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