The influence of benzylic protection and allylic substituents on the CuCl-TMEDA catalyzed rearrangement of N-allyl-N-benzyl-2,2-dihaloamides to γ-lactams. Application to the stereoselective synthesis of pilolactam-Reference-Cited by-同舟云学术

The influence of benzylic protection and allylic substituents on the CuCl-TMEDA catalyzed rearrangement of N-allyl-N-benzyl-2,2-dihaloamides to γ-lactams. Application to the stereoselective synthesis of pilolactam

Published:1999-04 Issue:18 Volume:55 Page:5839-5852
ISSN:0040-4020
Container-title:Tetrahedron
language:en
Short-container-title:Tetrahedron

Author:

Ghelfi Franco,Bellesia Franco,Forti Luca,Ghirardini Gianluca,Grandi Romano,Libertini Emanuela,Montemaggi Maria C,Pagnoni Ugo M,Pinetti Adriano,De Buyck Laurent,Parsons Andrew F

Publisher

Elsevier BV

Subject

Organic Chemistry,Drug Discovery,Biochemistry

Reference31 articles.

1. Halogen atom transfer radical cyclization of N-allyl-N-benzyl-2,2-dihaloamides to 2-pyrrolidinones, promoted by Fe0-FeCl3 or CuCl-TMEDA

2. 3-Oxa- and 3-Azabicyclo[3.1.0]hexan-2-ones via Tandem Radical Cyclization−Intramolecular SN2 Reactions

3. Transition metal-catalyzed radical cyclizations: a low-temperature process for the cyclization of N-protected N-allyltrichloroacetamides to trichlorinated .gamma.-lactams and application to the stereoselective preparation of .beta.,.gamma.-disubstituted .gamma.-lactams

4. Radical reactions in natural product synthesis

5. Ruthenium (II) catalyzed ring closure of prochiral α-chloro-N-tosyl amides: A diastereoselectivity study.

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