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Rhodium-Catalyzed Enantioselective Anti-Markovnikov Hydroformylation of α-Substituted Acryl Acid Derivatives.
Organic Letters ( IF 5.2 ) Pub Date : 2020-01-14 , DOI: 10.1021/acs.orglett.9b04624
Shuailong Li 1 , Zhuangxing Li 1 , Cai You 1 , Xiuxiu Li 1 , Jiaxin Yang 1 , Hui Lv 1 , Xumu Zhang 2
Affiliation  

Rhodium-catalyzed asymmetric anti-Markovnikov hydroformylation of α-substituted acrylates/acrylamides has been developed. By employing the Rh/(S,S)-DTBM-YanPhos complex, a series of β-chiral linear aldehydes were obtained in high yields (up to 94% yield) and high enantioselectivities (up to 96% ee). The utility of this methodology is demonstrated by a gram-scale reaction and a concise synthetic route to chiral γ-butyrolactone.

中文翻译:

铑催化的α-取代的丙烯酰基衍生物的对映选择性反马尔科夫尼科夫加氢甲酰化反应。

已经开发出铑催化的α-取代的丙烯酸酯/丙烯酰胺的不对称抗马尔科夫尼科夫加氢甲酰化反应。通过使用Rh /(S,S)-DTBM-YanPhos络合物,可以高收率(最高94%收率)和高对映选择性(最高96%ee)获得一系列β-手性线性醛。该方法的实用性通过克级反应和简明的合成方法制备,证明了手性γ-丁内酯的合成。
更新日期:2020-01-15
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