Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5221187 | Tetrahedron | 2012 | 6 Pages |
Abstract
Three key reactions, the generation of a nucleophile, an thia-Michael addition and an intramolecular cyclisation, were used to achieve an efficient one-pot diastereoseletive synthesis of 3-nitrothietanes. Thus, Baylis-Hillman alcohols and their aldehydes were reacted with either O,O-diethyl hydrogen phosphorodithioate or O,O-diethyl hydrogen phosphorodithioate in combination with a task-specific ionic liquid [bmim]X-Y to afford the corresponding 2,3-di- or 2,3,4-trisubstituted thietanes, respectively. The reaction is high yielding and proceeds with complete diastereoselectivity in favour of the trans isomers.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Ankita Rai, Lal Dhar S. Yadav,