Organic Letters 2012-05-04

Palladium-catalyzed asymmetric 6-endo cyclization of dienamides with substituent-driven activation.

Hiroshi Tsuchikawa, Yuya Maekawa, Shigeo Katsumura

Index: Org. Lett. 14(9) , 2326-9, (2012)

Full Text: HTML

Abstract

Chiral 2-piperidinone compounds with various C-6 substituents were successfully synthesized via a Pd-catalyzed asymmetric 6-endo cyclization of dienamides, which were evidently activated by both N-p-toluenesulfonyl and C-3 ester substituents.

Related Compounds

Related Articles:

The chemistry of escapin: identification and quantification of the components in the complex mixture generated by an L-amino acid oxidase in the defensive secretion of the sea snail Aplysia californica.

2009-01-01

[Chemistry 15(7) , 1597-603, (2009)]

Biosynthesis of 5-aminopentanoic acid and 2-piperidone from cadaverine and 1-piperideine in mouse.

1984-12-01

[J. Neurochem. 43(6) , 1631-4, (1984)]

Rhodium-catalyzed asymmetric 1,4-addition of organoboron reagents to 5,6-dihydro-2(1H)-pyridinones. Asymmetric synthesis of 4-aryl-2-piperidinones.

2001-10-19

[J. Org. Chem. 66(21) , 6852-6, (2001)]

Synthesis and anticonvulsant activities of 3,3-dialkyl- and 3-alkyl-3-benzyl-2-piperidinones (delta-valerolactams) and hexahydro-2H-azepin-2-ones (epsilon-caprolactams).

1997-01-03

[J. Med. Chem. 40(1) , 44-9, (1997)]

Synthesis and in vitro anthelmintic activity against Nippostrongylus brasiliensis of new 2-amino-4-hydroxy-delta-valerolactam derivatives.

1997-10-01

[Il Farmaco 52(10) , 603-8, (1997)]

More Articles...