153784-07-7Relevant academic research and scientific papers
L-proline-catalyzed three-component domino [3+2+1] annulation for the regio- and diastereoselective synthesis of highly substituted thienothiopyrans containing three or four stereocenters
Indumathi, Sethuraman,Perumal, Subbu,Menendez, J. Carlos
supporting information; experimental part, p. 472 - 475 (2010/03/25)
(Chemical Equation Presented) L-Proline-catalyzed three-component reactions of ethyl 2-[(2-oxo-2-arylethyl)sulfonyl]acetate or ethyl 2-[(2-ethoxy-2- oxoethyl)sulfonyl]acetate, aromatic aldehydes, and 5-aryltetrahydro-3- thiophenone furnished a variety of highly substituted thieno[3,2-c]thiopyran derivatives. This facile transformation presumably occurs via a one-pot domino sequence of enamine formation/aldol condensation/Michael addition/6-exo-trig cyclization/elimination and involves the creation in a single operation of three C-C bonds and the generation of three new stereocenters with complete diastereoselectivity in all cases and a fourth one in ca. 7:3 diastereomeric ratio when starting from a 5-substituted tetrahydro-3-thiophenone derivative.
Phenacylthio/sulfonyl acetates as synthons: Synthesis and conformational aspects of some 1,4-thiomorpholines Part III
Reddy, D. Bhaskar,Reddy, M. Muralidhar,Reddy, P. V. Ramana
, p. 1018 - 1023 (2007/10/02)
The synthons, phenacylthio/sulfonyl acetates (III and IV) for the synthesis of title compounds VI, VII and VIII have been obtained by two different methods starting from phenacylbromide (I) and thioglycollic acid or from I and thioglycollates.The cyclocon
