Phosphine‐Free Palladium‐Catalyzed Allene Carbopalladation/Allylic Alkylation Domino Sequence: A New Route to 4‐(α‐Styryl) γ‐Lactams | Zendy

Kammerer Claire | Zendy; Prestat Guillaume | Zendy; Madec David | Zendy; Poli Giovanni | Zendy

Premium

Phosphine‐Free Palladium‐Catalyzed Allene Carbopalladation/Allylic Alkylation Domino Sequence: A New Route to 4‐(α‐Styryl) γ‐Lactams

Author(s) -

Kammerer Claire,

Prestat Guillaume,

Madec David,

Poli Giovanni

Publication year - 2009

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.200900184

Subject(s) - palladium , allene , domino , phosphine , tsuji–trost reaction , allylic rearrangement , chemistry , stereochemistry , alkylation , sequence (biology) , medicinal chemistry , catalysis , combinatorial chemistry , organic chemistry , biochemistry

Free to decide : Various 4‐(α‐styryl) γ‐lactams are synthesized in 61–88 % yield by a phosphine‐free palladium‐catalyzed carbopalladation/allylic alkylation domino sequence (see scheme). The cyclization is totally regio‐ and diastereoselective in favor of the 3,4‐ trans ‐disubstituted γ‐lactam. The process is successfully applied to the synthesis of a new aza analogue of the naturally occurring lignan (+)‐oxo‐parabenzlactone.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research