Highly Substituted Furo[3,4‐ d ][1,2]oxazines: Gold‐Catalyzed Regiospecific and Diastereoselective 1,3‐Dipolar Cycloaddition of 2‐(1‐Alkynyl)‐2‐alken‐1‐ones with Nitrones | Zendy

Liu Feng | Zendy; Yu Yihua | Zendy; Zhang Junliang | Zendy

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Highly Substituted Furo[3,4‐ d ][1,2]oxazines: Gold‐Catalyzed Regiospecific and Diastereoselective 1,3‐Dipolar Cycloaddition of 2‐(1‐Alkynyl)‐2‐alken‐1‐ones with Nitrones

Author(s) -

Liu Feng,

Yu Yihua,

Zhang Junliang

Publication year - 2009

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200901299

Subject(s) - cycloaddition , oxazines , chemistry , stereoselectivity , catalysis , combinatorial chemistry , medicinal chemistry , organic chemistry

Rapid access : A gold(I)‐catalyzed 1,3‐dipolar cycloaddition of 2‐(1‐alkynyl)‐2‐alken‐1‐ones with nitrones provides a practical, regiospecific, and stereoselective access to highly substituted fused bicyclic furo[3,4‐ d ][1,2]oxazines under mild conditions (see scheme). These fused heterobicyclic compounds can be readily converted into furans or 3,6‐dihydro‐2 H ‐1,2‐oxazines in a chemoselective fashion.

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