Role of Ortho-Substituents on Rhodium-Catalyzed Asymmetric Synthesis of 尾-Lactones by Intramolecular C鈥揌 Insertions of Aryldiazoacetates

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• 作者：Liangbing Fu ; Hengbin Wang ; Huw M. L. Davies
• 刊名：Organic Letters
• 出版年：2014
• 出版时间：June 6, 2014
• 年：2014
• 卷：16
• 期：11
• 页码：3036-3039
• 全文大小：298K
• 年卷期：v.16,no.11(June 6, 2014)
• ISSN：1523-7052

文摘

A rhodium-catalyzed asymmetric synthesis of 尾-lactones via intramolecular C鈥揌 insertion into the ester group of aryldiazoacetates has been developed. The 尾-lactones were synthesized in high yields and with high levels of diastereo- and enantioselectivity. Halo and trifluoromethyl substituents at the ortho position of the aryldiazoacetates enhance intramolecular C鈥揌 insertions over intermolecular reactions, allowing C鈥揌 insertion of even methyl C鈥揌 bonds.