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

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

82 Scopus citations

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

Access to Document

10.1016/0040-4039(96)00119-0

Cite this

@article{2a095ca8c12549c884922a731a533b1a,

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",

month = mar,

day = "11",

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

language = "English (US)",

volume = "37",

pages = "1725--1726",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd",

number = "11",

}

TY - JOUR

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.

UR - https://www.scopus.com/pages/publications/0030009579

UR - https://www.scopus.com/pages/publications/0030009579#tab=citedBy

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

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

M3 - Article

AN - SCOPUS:0030009579

SN - 0040-4039

VL - 37

SP - 1725

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

All Science Journal Classification (ASJC) codes

Access to Document

Other files and links

Fingerprint

Cite this