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Functionalization of Double Bonds via Cationic Sulfenyl-X Additions
Published: 11 September 2000 by MDPI in The 4th International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis
Abstract: The addition of cationic sulfenyl halides or other derivatives to double bonds is a well-known reaction . The chemistry of b-heteroatom substituted organic sulfides, the products of these reactions has also been studied . However, relatively little attention has been given to utilizing the addition process as a synthetic method. The work reported here was targeted at studying two potential synthetic applications of cationic arylsulfenyl species addition reactions; first, the preparation of chiral epoxides and, second, the enantioselective cationic cyclization, of polyene substrates. . Sulfenyl cations have previously been used by Livinghouse for cyclization processes but not in chiral fashion.