Differentially 3,4-disubstituted cyclopentenones are constructed via a novel Pauson-Khand cyclization/ cleavage strategy of N O linked enynes.
Corrigendum to “Synthesis of 3,4-substituted cyclopentenones via an intramolecular Pauson–Khand reaction of NO linked enynes”: [Tetrahedron Lett. 41 (2000) 9393]
✍ Scribed by Stefan G Koenig; Kristi A Leonard; Ralf S Löwe; David J Austin
- Publisher
- Elsevier Science
- Year
- 2003
- Tongue
- French
- Weight
- 61 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Recently, we discovered that the molecules described as N O bond cleavage products, 15 and 16 in Scheme 5 of our original paper, were incorrectly assigned. A corrected Scheme 5 is shown below.
Based on subsequent studies in this series, it became apparent that SmI 2 treatment of compounds 13 and 14 gives a C O bond cleavage product. This observation is in contrast to what was expected, based on our previous studies in the SmI 2 cleavage of N O bonds. These molecules, however, were fully saturated systems. Therefore, the observed C O cleavage is likely due to the presence of the a,b-unsaturated ketone.
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