Reação entre fenilnitrometanos e enoato derivado do D-manitol na presença de TBAF ou DBU: adição conjugada sin-seletiva e reação de NEF consecutiva

A tandem syn-selective conjugate addition - Nef reaction was observed when phenylnitromethane and oxygenated derivatives were allowed to react with an enoate derived from D-mannitol at rt in the presence of TBAF or DBU. While nitro-adducts predominate after 4h of reaction, the corresponding ketones were the main products after 12-24h of reaction. The Nef reaction occurred without racemization of the stereogenic center generated in the conjugate addition step.

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Bibliographic Details
Main Authors: Dias,Ayres G., Pinho,Vagner D., Costa,Paulo R. R.
Format: Digital revista
Language:Portuguese
Published: Sociedade Brasileira de Química 2008
Online Access:http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422008000400024
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