Year 2005, Month 12 (Section Full Articles, Page 2867)
Sulfur ylides 13.* Synthesis and intramolecular cyclization of
keto-stabilized sulfur ylides
F. Z. Galin, I. M. Sakhautdinov, S. N. Lakeev, V. A. Egorov, A. A. Fatykhov, and I. O. Maidanova
Keto-stabilized sulfur mono- and bisylides were obtained from N-phthalylglutamic acid and their intramolecular cyclization was studied. The intramolecular cyclization of the ylide obtained at the α-carboxy group gave a product of the pyrrolizidinedione structure; bisylide yielded a cycloheptene derivative as the result of intramolecular recombination of intermediate dicarbene. The ylide obtained at the γcarboxy group underwent no cyclization, giving methylthio ketone and oxo benzoate.
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