54905-13-4Relevant articles and documents
An indium-TMSCl promoted reaction of diphenyl diselenide and diorganyl disulfides with aldehydes: novel routes to selenoacetals, thioacetals and alkyl phenyl selenides
Ranu, Brindaban C.,Saha, Amit,Mandal, Tanmay
experimental part, p. 2072 - 2078 (2009/07/11)
The reactions of diphenyl diselenide and dialkyl disulfides with aldehydes in the presence of In-TMSCl have been investigated. Aliphatic aldehydes provide the corresponding selenoacetals and aromatic aldehydes lead predominantly to benzyl phenyl selenides
Chemoselective Protection of Aldehydes as Dithioacetals in Lithium Perchlorate-Diethyl Ether Medium. Evidence for the Formation of Oxocarbenium Ion Intermediate from Acetals
Saraswathy, V. Geetha,Sankararaman, S.
, p. 4665 - 4670 (2007/10/02)
Aldehydes and acetals were very efficiently converted to acyclic and cyclic dithioacetals in 5 M lithium perchlorate/diethyl ether (LPDE) medium at ambient temperature in high yields.Spectroscopic and other experimental evidences strongly suggest the formation of oxocarbenium ion intermediates from acetals in 5 M LPDE which subsequently reacted with thiols to give the dithioacetals.Under the same conditions ketones and their acetals also reacted, albeit very slowly compared to aldehydes and acetals, to yield dithioacetals.The difference in their reactivity was successfully employed in the chemoselective dithioacetalization of aldehydes and acetals in the presence of ketones and their acetals.The chemoselective dithioacetalization of keto aldehydes has been realized with the keto group remaining intact.The present method offers a convenient, efficient, and neutral medium for the deprotection of acetals to aldehydes and also the chemoselective protection of aldehydes to dithioacetals.
DIRECT CONVERSION OF CARBOXYLIC ACIDS AND CARBOXYLIC ESTERS INTO S,S'-DIPHENYL ACETALS AND PHENYL SULFIDES WITH THEXYLPHENYLTHIOBORANE
Kim, Sunggak,Kim, Sung Soo
, p. 1913 - 1916 (2007/10/02)
Reaction of carboxylic acids with thexylphenylthioborane in methylene chloride at room temperature gives S,S-diphenyl acetals in high yields and carboxylic esters are converted into phenyl sulfides in the presence of zinc iodide under similar conditions.