Yayınlanmış 1 Ocak 2016
| Sürüm v1
Dergi makalesi
Açık
New access to quaternary aminocyclobutanes via nucleophilic addition on cyclobutaniminium salts
Oluşturanlar
- 1. Syngenta Crop Protect AG, Crop Protect Res, Res Chem, Schaffhauserstr 101, CH-4332 Basel, Switzerland
- 2. Bogazici Univ, Dept Chem, TR-34342 Istanbul, Turkey
Açıklama
We describe the first [2+2] cycloaddition between a keteniminium salt and an alkene followed by a nucleophilic addition on the in situ generated cyclobuteniminium salts. This one-pot sequence enables the formation of quaternary centers with high level of stereoselectivity and is largely applicable to the synthesis of highly strained intermediates as well as precursor for spirohydantoins. Moreover, DFT calculations support deuterated experiments showing that no spontaneous iminium-enamine tautomerization can exist during the [2+2] cycloaddition process. (C) 2016 Elsevier Ltd. All rights reserved.
Dosyalar
bib-aacbcec4-e049-4626-bb32-5f0170bbc3f8.txt
Dosyalar
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