Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5221207 | Tetrahedron | 2010 | 5 Pages |
Abstract
Reexamination of heterocyclization of an enantiopure C2-symmetric bis-epoxide (7) with sodium sulfide is described. In addition to the reported processes leading to thiane (4a) and thiepane (6), another mode of cyclization was found to occur to a considerable extent, affording a symmetric dialkyl sulfide (5), and the structure of the main product reported (4a) has been revised. Conditions for the chemoselective formation of 6 were established, and effective transformation of 6 into 4 was accomplished by the modification of the processes.
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