Warning: Undefined array key "mm" in /www/wwwroot/www.ai-bt.com/si.php on line 10 Deprecated: trim(): Passing null to parameter #1 ($string) of type string is deprecated in /www/wwwroot/www.ai-bt.com/si.php on line 10 Novel [1,2]- and [2,3]-Wittig rearrangements of alpha-benzyloxy beta-CF(3)-beta-lactam enolates.

Literature DB >> 11483052

Novel [1,2]- and [2,3]-Wittig rearrangements of alpha-benzyloxy beta-CF(3)-beta-lactam enolates.

A Garbi¹, L Allain, F Chorki, M Ourévitch, B Crousse, D Bonnet-Delpon, T Nakai, J P Bégué.

Abstract

[reaction: see text] alpha-Benzyloxy alpha-CF(3)-beta-lactams are shown to offer the first examples of the enolate [1,2]- and enolate ortho-[2,3]-Wittig rearrangements which provide a unique entry to the alpha-benzyl-alpha-hydroxy lactams and the alpha-aryl-alpha-hydroxy lactams, respectively. Both products are potential precursors of new trifluoromethyl isoserines, and the latter is not accessible via the usual alkylation methodology.

Entities: Chemical

Mesh：

Substances：

Year: 2001 PMID： 11483052 DOI： 10.1021/ol016198p

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

Keyword Cloud
Cited

2 in total

1. Chemoselective Palladium-Catalyzed Deprotonative Arylation/[1,2]-Wittig Rearrangement of Pyridylmethyl Ethers.

Authors: Feng Gao; Byeong-Seon Kim; Patrick J Walsh
Journal: Chem Sci Date: 2015-10-27 Impact factor: 9.825

2. Direct Access to Substituted 4-CF₃ β-Lactams at the C-3 Position.

Authors: Monika Skibińska; Marcin Kaźmierczak; Thierry Milcent; Tomasz Cytlak; Henryk Koroniak; Benoit Crousse
Journal: Front Chem Date: 2019-08-06 Impact factor: 5.221

2 in total

Novel [1,2]- and [2,3]-Wittig rearrangements of alpha-benzyloxy beta-CF(3)-beta-lactam enolates.

1. Chemoselective Palladium-Catalyzed Deprotonative Arylation/[1,2]-Wittig Rearrangement of Pyridylmethyl Ethers.

2. Direct Access to Substituted 4-CF3 β-Lactams at the C-3 Position.

2. Direct Access to Substituted 4-CF₃ β-Lactams at the C-3 Position.