Stereoselective Synthesis of Pyrano[3,2‐ c ]‐ and Furano[3,2‐ c ]quinolines: Samarium Diiodide‐Catalyzed One‐Pot Aza‐Diels–Alder Reactions | Zendy

Zhou Zhuqing | Zendy; Xu Fan | Zendy; Han Xiaoyan | Zendy; Zhou Jun | Zendy; Shen Qi | Zendy

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Stereoselective Synthesis of Pyrano[3,2‐ c ]‐ and Furano[3,2‐ c ]quinolines: Samarium Diiodide‐Catalyzed One‐Pot Aza‐Diels–Alder Reactions

Author(s) -

Zhou Zhuqing,

Xu Fan,

Han Xiaoyan,

Zhou Jun,

Shen Qi

Publication year - 2007

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.200700288

Subject(s) - chemistry , stereoselectivity , dihydropyran , catalysis , samarium diiodide , samarium , organic chemistry , diels–alder reaction , medicinal chemistry

Three‐component aza‐Diels–Alder reactions involving aromatic aldehydes, aromatic amines, and dihydropyran or dihydrofuran are effectively catalyzed by samarium diiodide to afford pyrano[3,2‐ c ]‐ or furano[3,2‐ c ]quinolines in good yields and with high stereoselectivities. Either the cis or the trans isomers can be obtained as the major products by conveniently controlling reaction conditions.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)

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