Enantioselective synthesis of cis-7-methoxy-calamenene via Claisen rearrangement of an enzymatically resolved allyl alcohol (Articolo in rivista)

Type

• Prodotto della ricerca (Classe)
• Articolo in rivista (Classe)

Label

• Enantioselective synthesis of cis-7-methoxy-calamenene via Claisen rearrangement of an enzymatically resolved allyl alcohol (Articolo in rivista) (literal)

Anno

• 2004-01-01T00:00:00+01:00 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi

• 10.1016/j.tetasy.2003.11.021 (literal)

Alternative label

• Brenna Elisabetta, Negri Claudia, Fuganti Claudio, Gatti Francesco G., Serra Stefano (2004)
  Enantioselective synthesis of cis-7-methoxy-calamenene via Claisen rearrangement of an enzymatically resolved allyl alcohol
  in Tetrahedron: asymmetry (Print)
  (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori

• Brenna Elisabetta, Negri Claudia, Fuganti Claudio, Gatti Francesco G., Serra Stefano (literal)

Pagina inizio

• 335 (literal)

Pagina fine

• 340 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume

• 15 (literal)

Rivista

• Tetrahedron: asymmetry (Rivista)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#pagineTotali

• 6 (literal)

Note

• ISI Web of Science (WOS) (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni

• CNR - ICRM Politecnico di Milano, dipartimento di chimica (literal)

Titolo

• Enantioselective synthesis of cis-7-methoxy-calamenene via Claisen rearrangement of an enzymatically resolved allyl alcohol (literal)

Abstract

• An enantioselective synthesis of cis-7-methoxy-calamenene 1 has been accomplished through the following key-steps: (i) enzymatic resolution of the racemic allyl alcohol 3 to furnish the (R)-enantiomer (ee >99%); (ii) Claisen-orthoester rearrangement of 4 to introduce the isopropyl unit on the benzylic position (99% ee); (iii) diastereoselective reduction of dihydronaphthalene derivative 11 to give the cis-isomer 12 (98% de); (iv) regioselective introduction of the formyl group by a Vilsmeier reaction followed by reduction to give 1. (literal)

Prodotto di

• Istituto di chimica del riconoscimento molecolare (ICRM) (Istituto)

Autore CNR

• CLAUDIO FUGANTI (Persona)
• STEFANO SERRA (Unità di personale interno)

Incoming links:

Autore CNR di

• STEFANO SERRA (Unità di personale interno)
• CLAUDIO FUGANTI (Persona)

Prodotto

• Istituto di chimica del riconoscimento molecolare (ICRM) (Istituto)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#rivistaDi

• Tetrahedron: asymmetry (Rivista)