Organocatalytic asymmetric [3 + 2] annulation of 1,4-dithiane-2,5-diol with azlactones: access to chiral dihydrothiophen-2(3H)-one derivatives?
Organic Chemistry Frontiers Pub Date: 2018-05-09 DOI: 10.1039/C8QO00305J
Abstract
Herein, the first organocatalyst-mediated enantioselective [3 + 2] annulations of 1,4-dithiane-2,5-diol with various azlactones utilizing C4 and C5 reactivity using squaramide as the catalyst in a ring-opening manner have been reported. This protocol provides convenient access to enantioenriched substituted dihydrothiophen-2(3H)-one derivatives. Excellent isolated yields and moderate to good enantioselectivities have been achieved.
![Graphical abstract: Organocatalytic asymmetric [3 + 2] annulation of 1,4-dithiane-2,5-diol with azlactones: access to chiral dihydrothiophen-2(3H)-one derivatives](http://scimg.chem960.com/usr/1/C8QO00305J.jpg)
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Journal Name：Organic Chemistry Frontiers
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CAS no.: 89640-58-4
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