The regioselectivity in the Diels-Alder reactions of styrene with certain substituted 1,4-naphthoquinones was explored. The results were consistent with predictions based upon analysis of dione polarization. We have extended the general Diels-Alder reactions between styrenes and naphthoquinones that
Directed regiochemical control in the ring expansion reactions of a substituted trans-decalone
✍ Scribed by Jeffrey Aubé; Marlys Hammond
- Publisher
- Elsevier Science
- Year
- 1990
- Tongue
- French
- Weight
- 273 KB
- Volume
- 31
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
A derivative of the Wieland-Miescher ketone can selectively be converted into either regioisomeric ring-expanded lactam. The synthesis of the diastereomeric N-a-methylbenzyl oxaziridine derivatives determines the regiochemistry of the product lactam and additionally allows the separation of a racemic substrate into regio-and enantioisomeric lactams.
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In conjunction with ongoing studies directed toward the development of a regiospecific synthesis of adriamycin, we recently advanced' a rationale for the regiochemical outcome of Diels Alder reactions between unsymmetric dienes and some oxygenated naphthoquinones. We now report the result of additio
## Abstract For Abstract see ChemInform Abstract in Full Text.
Desoxo-inandenine, a reduction product of the macrocyclic spermidine alkaloids inandenin-12-one and -13-one has been synthesized starting from 2-nitrocyclotridecanone by ring expansion reactions including a Zip reaction step.