催化Allenes的不对称的离合
Toshimichi Ohmura1, Hiroki Taniguchi, Michinori Suginome
1Department of Synthetic Chemistry and Biological Chemistry, Graduate School of Engineering, Kyoto University, Katsura, Kyoto 615-8510, Japan.
这项研究引入了使用催化剂对艾伦的enantioselective silaboration. 该方法高效地产生具有高反体过剩的奇拉性β-玻里烯基烯酸,从而使进一步的合成应用成为可能.
科学领域:
- 有机化学 有机化学
- 催化剂是一种催化剂.
- 不对称的合成方法
背景情况:
- 艾伦是多功能合成中间体.
- 对有机和有机化合物的酶选择合成对于复杂分子构造至关重要.
- 催化反应为C-C和C-原子键形成提供了有效的途径.
研究的目的:
- 为了开发一个enantioselective silaboration的艾伦基因.
- 为了在合成β-玻利烯基基中获得高产量和酶选择性.
- 为了证明产品在随后的加工过程中的实用性.
主要方法:
- 采用一种阿基拉的西利博兰和一个的催化剂与一种奇拉的单酸联体,特别是 (R) - 2 - 2 - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - 3,5-二甲基) - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - 的催化剂.
- 在0°C时对终端亚伦的内部C=C键进行加法反应.
- 调查替代剂批量对抗选择性的影响.
主要成果:
- 获得了高产量和超量 (高达93% ee) 的β-玻里利基.
- 乙选择性受到亚替代物的硬质体积的影响.
- 在分子内循环和随后的苏子基-米亚乌拉合中证明了完美的性转移.
结论:
- 开发了一种全基因的新型enantioselective协作.
- 该方法提供了对有价值的性构建块的访问.
- 合成的化合物是构建复杂的丰富循环分子的有用中间体.
更多相关视频
06:46Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
11:44Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-(phosphinetriyl)tripiperidine]}palladium Under Mild Reaction Conditions
Published on: March 20, 2014
相关概念视频
Reduction of Alkenes: Asymmetric Catalytic Hydrogenation
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
Radical Substitution: Allylic Bromination
Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation
Like alkenes, alkynes can be reduced to alkanes in the presence of transition metal catalysts such as Pt, Pd, or Ni. The reaction involves two sequential syn additions of hydrogen via a cis-alkene intermediate.
Preparation of Alkynes: Dehydrohalogenation
Alkynes can be prepared by dehydrohalogenation of vicinal or geminal dihalides in the presence of a strong base like sodium amide in liquid ammonia. The reaction proceeds with the loss of two equivalents of hydrogen halide (HX) via two successive E2 elimination reactions.
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions
