羟基化
化学
催化作用
对映选择合成
细胞色素P450
基质(水族馆)
生物催化
单加氧酶
分子氧
叔醇
有机化学
组合化学
酶
反应机理
海洋学
地质学
作者
Ruyue Zhang,T. Ma,Dan Liŭ,Yong Yang,Lan Gao,Hao Cui,Zhongqiang Wang,Yong‐Zheng Chen
标识
DOI:10.1016/j.mcat.2023.113791
摘要
In view of the importance and beneficial characteristics of enantioenriched tertiary alcohols in pharmaceutical chemistry, efficient and green strategies for their synthesis are highly sought after. Here, we report a simple synthesis of the elusive chiral tertiary alcohols. A cytochrome P450 monooxygenase called P450PL2 was developed to enable chiral tertiary alcohols by the benzylic CH bonds asymmetric hydroxylation of the racemic tertiary carbon substrates. This P450-catalyzed protocol provides various chiral tertiary alcohols with unexpectedly functional group tolerance and excellent enantioselectivities (up to >99 % ee). The method features mild reaction and employs molecular oxygen as an oxidant, avoids the use of pre-oxygen functionalized substrates. Preliminary molecular dynamics simulation studies were carried out to reveal the possible reasons for the exceptional selective hydroxylation of substrate during P450PL2 catalysis.
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