The Journal of organic chemistry

Asymmetric synthesis of δ-substituted α, β-unsaturated δ-lactams by ring closing metathesis of enantiomerically pure N-acryloyl-homoallylic amines

C Fiorelli, D Savoia

Index: Fiorelli, Claudio; Savoia, Diego Journal of Organic Chemistry, 2007 , vol. 72, # 16 p. 6022 - 6028

Full Text: HTML

Citation Number: 31

Abstract

Optically pure secondary homoallylic amines, obtained by highly diastereoselective addition of allylmetal reagents to imines derived from chiral amines, were N-dealkylated, and the primary amines were converted to N-acryloyl amides. Then, ring closing metathesis gave δ- substituted δ-lactams in good overall yields.

Related Articles:

Diastereoselective allylation and alkylation of optically active imines with metallic samarium and a catalytic amount of iodine

[Yanada, Reiko; Negoro, Nobuyuki; Okaniwa, Masanori; Ibuka, Toshiro Tetrahedron, 1999 , vol. 55, # 49 p. 13947 - 13956]

Enantioselective synthesis of homoallylic amines by addition of allylmetal reagents to imines derived from (S)-valine esters

[Basile, Tiziana; Bocoum, Allaye; Savoia, Diego; Umani-Ronchi, Achille Journal of Organic Chemistry, 1994 , vol. 59, # 25 p. 7766 - 7773]

Enantioselective synthesis of homoallylic amines by addition of allylmetal reagents to imines derived from (S)-valine esters

[Basile, Tiziana; Bocoum, Allaye; Savoia, Diego; Umani-Ronchi, Achille Journal of Organic Chemistry, 1994 , vol. 59, # 25 p. 7766 - 7773]

Enantioselective synthesis of homoallylic amines by addition of allylmetal reagents to imines derived from (S)-valine esters

[Basile, Tiziana; Bocoum, Allaye; Savoia, Diego; Umani-Ronchi, Achille Journal of Organic Chemistry, 1994 , vol. 59, # 25 p. 7766 - 7773]

Diastereoselective allylation and alkylation of optically active imines with metallic samarium and a catalytic amount of iodine

[Yanada, Reiko; Negoro, Nobuyuki; Okaniwa, Masanori; Ibuka, Toshiro Tetrahedron, 1999 , vol. 55, # 49 p. 13947 - 13956]

More Articles...