Conversion of cyclic trithiocarbonates to thioacetals, including 1, 3-dithiane, by reduction with diisobutylaluminium hydride (DIBAL)
U Jordis, M Rudolf
Index: Jordis, Ulrich; Rudolf, Manfred Phosphorus and Sulfur and the Related Elements, 1984 , vol. 19, p. 279 - 284
Full Text: HTML
Citation Number: 10
Abstract
Abstract Cyclic trithiocarbonates can be desulfurized with diisobutylaluminium hydride (DIBAL) to form the corresponding thioacetals. This new synthetic pathway was exploited for the preparation of several Umpolung reagents, including 1, 3-dithiane. An efficient isolation of sodium trithiocarbonate is described.
Related Articles:
A re-examination of the methylenation reaction
[Cabiddu, Maria Grazia; Cadoni, Enzo; De Montis, Stefania; Fattuoni, Claudia; Melis, Stefana; Usai, Michele Tetrahedron, 2003 , vol. 59, # 24 p. 4383 - 4387]
Chloroperoxidase-catalyzed asymmetric synthesis of series of aromatic cyclic sulfoxides
[Allenmark, Stig G.; Andersson, Malin A. Tetrahedron Asymmetry, 1996 , vol. 7, # 4 p. 1089 - 1094]
Herstellung und Reaktionen einiger Umpolungsreagenzien durch Phasentransfer? Katalyse
[Lissel, Manfred Liebigs Annalen der Chemie, 1982 , # 9 p. 1589 - 1601]
Brønsted Acid-Catalyzed Reactions of Trifluoroborate Salts with Benzhydryl Alcohols
[Petruzziello, Diego; Gualandi, Andrea; Jaffar, Hamza; Lopez-Carrillo, Veronica; Cozzi, Pier Giorgio European Journal of Organic Chemistry, 2013 , # 22 p. 4909 - 4917]