Synthesis of ynamides

Details Synthesis of ynamides Synthesis of ynamides

2007-02-27

2007-02-27

Kumar, Shailendra (Department: 1621)

Organic compounds -- part of the class 532-570 series

Organic compounds

Amino nitrogen containing

C564S205000, C554S035000, C554S068000

Reexamination Certificate

active

11092333

ABSTRACT:
A method of synthesizing diacetylenic amides is described. The key steps of the invention include the reaction of an aldehyde with the monoanion of a diacetylene and the reductive removal of a propargylic alcohol. The invention offers the first known method of synthesizing diacetylenic amides that are naturally isolated fromEchinaceathrough a direct and flexible route.

REFERENCES:
Molgaard et al, J. Agric. Food chem., 2003, 51, 6922-6933.
Wu et al, Phytochemistry, 65 (2004) 2477-2484.
Kraus et al, Tetrahedron Letters, 44 (2003) 5505-5506.
Kraus, George A., et al. “Synthesis ofN-(2-methylpropyl)-2E-undecene-8, 10-dlynamide, a novel constituent ofEnchinacea angustifolia” Tetrahedron Letters 44, 2003 Elsevier Science Ltd.

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