L-proline-catalyzed three-component domino [3+ 2+ 1] annulation for the regio-and diastereoselective synthesis of highly substituted thienothiopyrans containing …

…, S Perumal, JC Menéndez

Index: Indumathi, Sethuraman; Perumal, Subbu; Menendez, J. Carlos Journal of Organic Chemistry, 2010 , vol. 75, # 2 p. 472 - 475

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Citation Number: 49

Abstract

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 ...

~54%

Reactions of sulfonyl chlorides with silyl enol ethers catal...

[Kamigata, Nobumasa; Udodaira, Kumiko; Shimizu, Toshio Journal of the Chemical Society - Perkin Transactions 1, 1997 , # 5 p. 783 - 786]

Synthesis and biological evaluation of the 1, 5-diarylpyrazo...

[Penning, Thomas D.; Talley, John J.; Bertenshaw, Stephen R.; Carter, Jeffery S.; Collins, Paul W.; Docter, Stephen; Graneto, Matthew J.; Lee, Len F.; Malecha, James W.; Miyashiro, Julie M.; Rogers, Roland S.; Rogier; Yu, Stella S.; Anderson, Gary D.; Burton, Earl G.; Cogburn, J. Nita; Gregory, Susan A.; Koboldt, Carol M.; Perkins, William E.; Seibert, Karen; Veenhuizen, Amy W.; Zhang, Yan Y.; Isakson, Peter C. Journal of Medicinal Chemistry, 1997 , vol. 40, # 9 p. 1347 - 1365]