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A Highly Selective and Practical Method for Enantiopure Sulfoxides Utilizing Activated and Functionally Differentiated N ‐Sulfonyl‐1,2,3‐oxathiazolidine‐2‐oxide Derivatives
Author(s) -
Han Zhengxu,
Krishnamurthy Dhileepkumar,
Grover Paul,
Wilkinson H. Scott,
Fang Q. Kevin,
Su Xiping,
Lu ZhiHui,
Magiera Daniel,
Senanayake Chris H.
Publication year - 2003
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.200250644
Subject(s) - enantiopure drug , stereoselectivity , sulfonyl , chemistry , product (mathematics) , oxide , scheme (mathematics) , combinatorial chemistry , organic chemistry , computer science , enantioselective synthesis , mathematics , catalysis , alkyl , geometry , mathematical analysis
New, stereoselective, and general methods for the preparation enantiopure sulfoxides by using norephedrine tosylate as a chiral auxiliary are described. The product may be obtained either stepwise, or in a one‐pot reaction (see scheme). Furthermore, the chiral template can be isolated from the reaction mixture and recycled.