Diastereocontrolled synthesis of pyrrolidines by nickel promoted tandem cyclization-quenching of aminobromodienes
…, M Martínez, A Llebaria, JM Moretó, A Delgado
Index: Cancho, Yolanda; Martin, Joan M.; Martinez, Maria; Llebaria, Amadeu; Moreto, Josep M.; Delgado, Antonio Tetrahedron, 1998 , vol. 54, # 7 p. 1221 - 1232
Full Text: HTML
Citation Number: 24
Abstract
The nickel promoted tandem cyclization-quenching of tethered aminobromodienes has been extended to the synthesis of 2, 3, 4-trisubstituted pyrrolidines. By a judicious choice of substituents on the starting aminohalodiene, the diastereoselectivity of the process can be efficiently controlled. When a chiral auxiliary on the nitrogen atom is used, enantiomerically enriched pyrrolidines can be obtained after removal of the auxiliary.
Related Articles:
Nitrones in Organic Synthesis. Synthesis of Secondary Allyl Amines
[Dondoni; Merchan; Merino; Tejero Synthetic Communications, 1994 , vol. 24, # 18 p. 2551 - 2555]
A new synthesis of secondary allylic aliphatic and aromatic amines
[Spaltenstein, Andreas; Carpino, Philip A.; Hopkins, Paul B. Tetrahedron Letters, 1986 , vol. 27, # 2 p. 147 - 150]
Nitrones in Organic Synthesis. Synthesis of Secondary Allyl Amines
[Dondoni; Merchan; Merino; Tejero Synthetic Communications, 1994 , vol. 24, # 18 p. 2551 - 2555]