Palladium mediated substitutions and rearrangements in spiro[4,4]nonanes
Autor: | Kjell Undheim, Doina Sirbu, Mette Lene Falck-Pedersen, Christian Rømming |
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Rok vydání: | 1999 |
Předmět: | |
Zdroj: | Tetrahedron. 55:6703-6712 |
ISSN: | 0040-4020 |
DOI: | 10.1016/s0040-4020(99)00316-6 |
Popis: | The two-step NaBH 4 CeCl 3 1,2-reduction of spiro[4,4]nonane-2,7-diene-1,6-dione gave a rans-alcohol as a first product which reacted further to the corresponding cis,trans-diol. Pd(II)-catalysis was used to effect an allylic rearrangement from the 1,6-diacetate to the corresponding 2,7-diacetate. Both diacetates were substrates for Pd(0)-catalyzed allylic alkylations. The relative stereochemistry was retained. |
Databáze: | OpenAIRE |
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