Highly Efficient Kinetic Resolution of PHANOL by Chiral Phosphoric Acid Catalyzed Asymmetric Acylation
Highly Efficient Kinetic Resolution of PHANOL by Chiral Phosphoric Acid Catalyzed Asymmetric Acylation
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DOI：
10.1055/s-0036-1588898
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发表时间：
2017-01-01
影响因子：
2.6
通讯作者：
Akiyama, Takahiko
中科院分区：
文献类型：
--
作者：
Mori, Keiji;Kishi, Hiroki;Akiyama, Takahiko
本文报道了手性磷酸催化不对称酰化反应对苯酚的高效动力学拆分。手性磷酸的手性环境能很好地区分酚醇对映体，相应的单酯和酚醇都有很好的对映体选择性(分别为98%ee和92%ee)。对底物的详细检查表明，苯酚中两个羟基的存在对反应活性和对映体选择性都是至关重要的。
We report herein a highly efficient kinetic resolution of PHANOL by chiral phosphoric acid catalyzed asymmetric acylation. PHANOL enantiomers were well differentiated by the chiral environment of chiral phosphoric acid, and both the corresponding monoester and PHANOL were obtained with excellent enantioselectivities (98% ee and 92% ee, respectively). Detailed examination of the substrates suggests that the presence of two hydroxy groups in PHANOL was critical for both reactivity and enantioselectivity.