Tetrahedron

Asymmetric total synthesis of syringolide 1, a nonproteinaceous elicitor

J Ishihara, T Sugimoto, A Murai

Index: Ishihara, Jun; Sugimoto, Tetsuya; Murai, Akio Tetrahedron, 1997 , vol. 53, # 47 p. 16029 - 16040

Full Text: HTML

Citation Number: 18

Abstract

An asymmetric synthesis of syringolide 1, one of the elicitors produced by Pseudomonas syringae pv. tomato, is described. It was synthesized from 2-(1-oxoethyl)-2-buten-4-olide via 1, 4-addition of alkenyl cuprate, asymmetric dihydroxylation, and intramolecular Michael reaction.

Related Articles:

Reactions involving selenium metal as an electrophile. 2. A general procedure for the preparation of unsaturated β-dicarbonyl compounds

[Liotta, Dennis; Saindane, Manohar; Barnum, Christopher; Ensley, Harry; Balakrishnan, Pattabiraman Tetrahedron Letters, 1981 , vol. 22, # 32 p. 3043 - 3046]

A synthesis of pilocarpine

[Horne; Fugmann; Yakushijin; Buchi Journal of Organic Chemistry, 1993 , vol. 58, # 1 p. 62 - 64]

A synthesis of pilocarpine

[Horne; Fugmann; Yakushijin; Buchi Journal of Organic Chemistry, 1993 , vol. 58, # 1 p. 62 - 64]

Preparation and Diels-Alder reactions of 1, 1-dicarbonylalkenes

[Hoye, Thomas R.; Caruso, Andrew J.; Magee, Andrew S. Journal of Organic Chemistry, 1982 , vol. 47, # 21 p. 4152 - 4156]

Preparation and Diels-Alder reactions of 1, 1-dicarbonylalkenes

[Hoye, Thomas R.; Caruso, Andrew J.; Magee, Andrew S. Journal of Organic Chemistry, 1982 , vol. 47, # 21 p. 4152 - 4156]

More Articles...