19557-02-9Relevant articles and documents
Pyrolysis of the Tosylhydrazone Sodium Salts of Two Bicyclic Lactones
Ayral-Kaloustian, Semiramis,Agosta, William C.
, p. 284 - 287 (2007/10/02)
Lactone tosylhydrazone sodium salt 17a was prepared from lactone 10 by way of thionolactone 14.The tert-butyl homologue 17b was available by way of hydroxy nitrile 5.Pyrolysis of these salts led to enol ethers 18a,b and the ring-contracted ketones 19a,b.Together with earlier work, our results suggest that biradical 3 is probably an intermediate in conversion of alkoxycarbene 2 to ketone 4 and that the activation energy for this biradical coupling is ca. 2-3 kcal/mol.