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Chem Pharm Bull (Tokyo)

Title:		Conversion of 4-oxoproline esters to 4-substituted pyrrole-2-carboxylic acid esters
Author(s):		Arakawa Y; Yagi N; Arakawa Y; Tanaka K; Yoshifuji S;
Address:		"Hokuriku University, Kanazawa, Japan. ya-arakawa@hokuriku-u.ac.jp"
Journal Title:		Chem Pharm Bull (Tokyo)
Year:		2009
Volume:		57
Issue:		2
Page Number:		167 - 176
DOI:		10.1248/cpb.57.167
ISSN/ISBN:		0009-2363 (Print) 0009-2363 (Linking)
Abstract:		"The Grignard, Wittig, Tebbe, Horner-Emmons, and Reformatsky reactions of the 4-oxoproline esters gave the corresponding 4-alylated or 4-alkylidenated products, respectively. The products were properly treated with bases to cause aromatization, giving 4-substituted pyrrole-2-carboxylic acid esters such as methyl 4-methylpyrrole-2-carboxylate, which is a trail pheromone of Atta texana"
Keywords:		Alkylation Cyclization Indicators and Reagents Magnetic Resonance Spectroscopy Pheromones/chemistry Pyrrolidonecarboxylic Acid/*analogs & derivatives/*chemistry;
Notes:		"MedlineArakawa, Yasushi Yagi, Naomi Arakawa, Yukimi Tanaka, Ken-ichi Yoshifuji, Shigeyuki eng Research Support, Non-U.S. Gov't Japan 2009/02/03 Chem Pharm Bull (Tokyo). 2009 Feb; 57(2):167-76. doi: 10.1248/cpb.57.167"