Abstract
Indium mediated reaction of dibenzylidene acetone (dba) with [H-2(2)]-allyl bromide affords 1,1-distyryl-2-(but-3-enyl) cyclopropane 7 (a triene) as a mixture of four isotopomers. Whilst this reaction is not regiospecific, the analogous reaction employing crotyl bromide in place of allyl bromide is highly regioselective and somewhat selective for the cis cyclopropane isomer. When the reaction is performed with dimethylallyl bromide, cyclopropanation fails and tetraene products are obtained instead. (C) 1998 Elsevier Science Ltd. All rights reserved.
Original language | English |
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Pages (from-to) | 2853-2856 |
Number of pages | 4 |
Journal | Tetrahedron Letters |
Volume | 39 |
Issue number | 18 |
Publication status | Published - 30 Apr 1998 |
Keywords / Materials (for Non-textual outputs)
- AQUEOUS-MEDIA
- ALLYLIC HALIDES
- ALLYLATION
- ALKYLATION
- CHEMISTRY
- REAGENTS