📜1-Tert-Butoxy-1-(Trimethylsiloxy)Ethylene置于palladium On Activated Charcoal (R)-Binaphthol,硼酸三甲酯,4 A Molecular Sieve,氢气体系中,用 甲醇 用作溶剂,-78.0~25.0 °C,101.33 Kpa 条件下,反应 34.17H,反应生成(3R)-3-氨基-3-苯基丙酸叔丁酯 参考文献:A New Chiral Bla Promoter For Asymmetric Aza Diels-Alder And Aldol-Type Reactions Of Imines 标题:A New Chiral Bla Promoter For Asymmetric Aza Diels-Alder And Aldol-Type Reactions Of Imines 摘要:A New Type Of Chiral Promoter For Double Asymmetric Inductions Of Aza Diels-Alder And Aldol-Type Reactions Of Imines Is Prepared From Trialkyl Berates (B(Ome)(3) Or B(Oph)(3)) And Optically Pure Binaphthol; X-Ray Analysis Of The Boron Complex Demonstrates That It Exists As A Bronsted Acid-Assisted Chiral Lewis Acid(Bla). The Aldol-Type Reactions Of A Number Of N-Benzhydrylimines Derived From Aromatic Aldehydes With The Ketene Silyl Acetal Derived From Tert-Butyl Acetate Mediated By The Chiral Bla Afford Beta-Amino Acid Esters With High Enantioselectivity. The Solution Conformations Of The Bla.Imine Complexes Have Been Studied Using H-1 NMR Analysis And Difference Noe Measurements. The Absolute Configurations Of The Adducts Can Be Understood In Terms Of A Rational Model Involving An Intramolecular Hydrogen Binding Interaction Via A Bronsted Acid. Doi:10.1021/ja00102A019
参考标题:Total Synthesis Of Novel Antibiotics Pyloricidin A, B And C And Their Application In The Study Of Pyloricidin Derivatives. 作者:Atsushi Hasuoka,Yuji Nishikimi,Yutaka Nakayama,Keiji Kamiyama,Masafumi Nakao,Ken-Ichiro Miyagawa,Osamu Nishimura,Masahiko Fujino 摘要:The Novel Natural Antibiotics Pyloricidin A, B And C, Which Possess Potent And Highly Selective Anti-Helicobacter Pylori Activity, Were Synthesized From D-Galactosamine As A Chiral Template For The Common (2S, 3R, 4R, 5S)-5-Amino-2, 3, 4, 6-Tetrahydroxyhexanoic Acid Moiety. The Synthetic Strategy, Using 2-Amino-2-Deoxyuronic Acid Derivatives As Key Intermediates, Was Also Useful To Prepare A Series Of Derivatives Modified At The β-D-Phenylalanine And With Altered Stereochemistry On The 5-Amino-2, 3, 4, 6-Tetrahydroxyhexanoic Acid Moiety. From The Drastic Decrease Of Their Anti-H. Pylori Activity, It Was Clear That The β-D-Phenylalanine Part And The Stereochemistry Of The 5-Amino-2, 3, 4, 6-Tetrahydroxyhexanoic Acid Moiety Were Significant For The Activity.