Asymmetric Hetero‐Diels–Alder Reaction of Danishefsky’s Diene with α‐Ketoesters and Isatins Catalyzed by a Chiral  N , N′ ‐Dioxide/Magnesium(II) Complex | Zendy

Zheng Jianfeng | Zendy; Lin Lili | Zendy; Fu Kai | Zendy; Zhang Yulong | Zendy; Liu Xiaohua | Zendy; Feng Xiaoming | Zendy

Premium

Asymmetric Hetero‐Diels–Alder Reaction of Danishefsky’s Diene with α‐Ketoesters and Isatins Catalyzed by a Chiral N , N′ ‐Dioxide/Magnesium(II) Complex

Author(s) -

Zheng Jianfeng,

Lin Lili,

Fu Kai,

Zhang Yulong,

Liu Xiaohua,

Feng Xiaoming

Publication year - 2014

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201404144

Subject(s) - diene , catalysis , enantioselective synthesis , yield (engineering) , diels–alder reaction , magnesium , chemistry , dihydropyran , organic chemistry , medicinal chemistry , materials science , metallurgy , natural rubber

A highly enantioselective hetero‐Diels–Alder reaction of Danishefsky’s diene with α‐ketoesters and isatins has been realized by using a chiral N , N ′‐dioxide/Mg II complex. In the presence of only 0.1–0.5 mol % catalyst, a series of substrates were transformed into the corresponding tetrasubstituted 2,3‐dihydropyran‐4‐ones in up to 99 % yield and more than 99 % ee in two hours.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research