Enantioselective Organocatalytic Conjugate Addition of Malonates to β,β-Disubstituted β-Trifluoromethyl Enones under High Pressure.

• Tác giả: Michał P Głowacki, Piotr Kwiatkowski, Alicja J Połosak
• Ngôn ngữ: eng
• Ký hiệu phân loại: 496.3378 Niger-Congo languages
• Thông tin xuất bản: United States : Organic letters , 2025
• Bộ sưu tập: NCBI
• ID: 691636
• Chủ đề: 1. Enantioselective; 2. Organocatalytic; 3. Conjugate

Tóm tắt

The first enantioselective Michael addition of malonates to acyclic β,β-disubstituted enones has been developed. Sterically hindered β-trifluoromethyl α,β-unsaturated 2-acyl thiazoles and benzothiazoles were found to be the most reactive groups of enones in the reaction catalyzed by bifunctional tertiary amine-thioureas (2-5 mol %). However, application of hyperbaric conditions (8-10 kbar) was required. The adducts containing quaternary stereogenic centers with a CF