127239-59-2Relevant academic research and scientific papers
Synthesis and Enantioselective Fluorodehydroxylation Reactions of (S)-2-(Methoxymethyl)pyrrolidin-1-ylsulphur Trifluoride, the First Homochiral Aminofluorosulphurane
Hann, Gerald L.,Sampson, Paul
, p. 1650 - 1651 (1989)
(S)-2-(Methoxymethyl)pyrrolidin-1-ylsulphur trifluoride (7), the first homochiral aminofluorosulphurane and one of the most stable aminofluorosulphuranes yet reported, has been prepared, and has been shown to be an effective enantioselective fluorohydroxylating agent.
New Syntheses of Methyleniminium Salts from Carbonyl Compounds and from α-Chloro Ethers; an Access to Vinylogous Viehe Salts
Schroth, Werner,Jahn, Ullrich,Stroehl, Dieter
, p. 2013 - 2022 (2007/10/02)
Two methods for the synthesis of isolable methyleniminium salts and amidinium salts are presented.In the first case carbonyl compounds A are treated with a mixture of (dialkylamino)trimethylsilane (12) and chlorotrimethylsilane (13) or 12 and trimethylsilyl triflate (14) leading to the iminium chlorides F or iminium triflates G, respectively.With 12/13 the preparation of F is limited to non-enolizable aldehydes and dimethylformamide (10), while 12/14 enables the preparation of G, e.g. 23a-25a, 27a, also with ketones and with substituted amides.The second procedure is based on the treatment of α-chloro ethers L with 12.Both methods afford the Mannich reagent 16a in high yields.By reaction of the α-chloro ether 35 with 12 in diethyl ether the vinylogous Viehe salts 36a-c, e become available for the first time.The reaction pathways are discussed. - Key Words: Methyleniminium salts, preparation, mechanisms of formation / (Dialkylamino)trimethylsilanes / Ethers, α-chloro / Viehe salts, vinylogous
