A convenient synthesis of 3,4-cis-disubstituted pyrrolidin-2-ones

作者：Arfaoui Aicha; Saadi Fatma; Ben Smida Youssef; Arfaoui Youssef; Nefzi Adel; Amri Hassen^*

来源：Tetrahedron Letters, 2015, 56(1): 98-100.

DOI：10.1016/j.tetlet.2014.11.023

• Dimethyl alpha-(bromomethyl)fumarate
• Dimethyl 3-methoxyitaconate
• Michael addition
• 3,4-cis-Disubstituted pyrrolidin-2-ones

The conjugate addition of primary amines in methanol at 0 degrees C to the difunctionalized O-methyl allyl ether, prepared from dimethyl alpha-(bromomethyl)fumarate, provides an adduct which cyclizes via a 5-exo-trig process to yield a new family of 3,4-cis-disubstituted pyrrolidin-2-ones in high yields.

• 出版日期2015-1-1