Synthesis of Stable Tri- and Tetra-Substituted [3]Dendralenes with an Allylsilane as Integral Component
A novel route to functionalized [3]dendralenes with an allylsilane as integral component has been developed. The key step involves a dimethylsulfonium methylide mediated olefination of appropriately substituted silylmethylethenylidene phosphonoacetate followed by Horner–Wadsworth–Emmons reaction wit...
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| Veröffentlicht in: | Proceedings of the National Academy of Sciences, India, Section A, physical sciences India, Section A, physical sciences, 2016-12, Vol.86 (4), p.619-625 |
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| container_title | Proceedings of the National Academy of Sciences, India, Section A, physical sciences |
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| creator | Singh, Rekha Naidu, Gonna Somu Ghosh, Sunil K. |
| description | A novel route to functionalized [3]dendralenes with an allylsilane as integral component has been developed. The key step involves a dimethylsulfonium methylide mediated olefination of appropriately substituted silylmethylethenylidene phosphonoacetate followed by Horner–Wadsworth–Emmons reaction with aromatic aldehydes. The tri- and tetra substituted [3]dendralenes are stable towards self Diels–Alder cyclodimerization which can be attributed to stereoelectronic effect of the silylmethyl group favoring for an unreactive conformation. |
| doi_str_mv | 10.1007/s40010-016-0300-2 |
| format | Article |
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The key step involves a dimethylsulfonium methylide mediated olefination of appropriately substituted silylmethylethenylidene phosphonoacetate followed by Horner–Wadsworth–Emmons reaction with aromatic aldehydes. 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| source | Springer Nature - Complete Springer Journals |
| subjects | Aldehydes Applied and Technical Physics Atomic Integrals Molecular Optical and Plasma Physics Physics Physics and Astronomy Quantum Physics Research Article |
| title | Synthesis of Stable Tri- and Tetra-Substituted [3]Dendralenes with an Allylsilane as Integral Component |
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