Stereochemical control on the Michael addition of chiral 1,3-oxazolidine-2-thiones to N-crotonyl 1,3-oxazolidin-2-ones

作者：Munive Laura; Dzakuma Sena A; Olivo Horacio F^*

来源：Tetrahedron Letters, 2013, 54(10): 1230-1232.

DOI：10.1016/j.tetlet.2012.12.074

• Michael addition
• Stereochemical control
• Oxazolidinethiones
• N-Enoyl oxazolidinone

Addition of both antipodes of 4-phenyl 1,3-oxazolidine-2-thione to 4-substituted N-crotonyl 1,3-oxazolidin-2-ones furnished Michael addition products. A perfect match occurred when both Michael donor and acceptor possessed the same stereochemistry and a mismatch when they had opposite stereochemistries. The newly created stereochemical center was shown to be governed by the Michael donor and not by the acceptor.

• 出版日期2013-3-6