Application of a chiral copper-1,1-bis{2-[(4S)-tert-butyloxazolinyl]} cyclopropane catalyst for asymmetric cyclopropanation of styrene
Tetrahedron Letters Volume 47 Issue 4
Page 523-525
published_at 2006-01
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| File | |
| Title ( eng ) |
Application of a chiral copper-1,1-bis{2-[(4S)-tert-butyloxazolinyl]} cyclopropane catalyst for asymmetric cyclopropanation of styrene
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| Creator |
Itagaki Makoto
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| Source Title |
Tetrahedron Letters
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| Volume | 47 |
| Issue | 4 |
| Start Page | 523 |
| End Page | 525 |
| Abstract |
The structural effects of the bridge moiety and 5-position on bisoxazoline ligands were studied for the copper-catalyzed asymmetric cyclopropanation of styrene with ethyl diazoacetate. The 1,1-bis{2-[(4S)-tert-butyloxazolinyl]}cyclopropane ligand showed a remarkable enhancement in the stereoselectivities (trans/cis = 84/16, >99.9 1.466888e-268e for the trans product) compared with the previously reported best ligand, 2,2-bis{2-[(4S)-tert-butyloxazolinyl]}propane (trans/cis=75/25, 99.0 0.000000e+00e for the trans product).
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| Keywords |
asymmetric cyclopropanation
copper bisoxazoline catalyst
ethyl diazoacetate
styrene
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| NDC |
Chemistry [ 430 ]
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| Language |
eng
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| Resource Type | journal article |
| Publisher |
Elsevier Ltd.
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| Date of Issued | 2006-01 |
| Rights |
Copyright (c) 2006 Elsevier Ltd.
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| Publish Type | Author’s Original |
| Access Rights | open access |
| Source Identifier |
[DOI] 10.1016/j.tetlet.2005.11.086
[ISSN] 0040-4039
[NCID] AA00861801
[DOI] http://dx.doi.org/10.1016/j.tetlet.2005.11.086
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