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Carbohydr Res

Title:		"Facile total synthesis of (-)-(5R,6S)-6-acetoxy-5-hexadecanolide from carbohydrate, a mosquito oviposition attractant pheromone"
Author(s):		Das S; Mishra AK; Kumar A; Al Ghamdi AA; Yadav JS;
Address:		"Division of Natural Product Chemistry, Indian Institute of Chemical Technology (CSIR), Hyderabad, AP, India"
Journal Title:		Carbohydr Res
Year:		2012
Volume:		20120518
Issue:
Page Number:		7 - 11
DOI:		10.1016/j.carres.2012.05.009
ISSN/ISBN:		1873-426X (Electronic) 0008-6215 (Linking)
Abstract:		"Total synthesis of (-)-(5R,6S)-6-acetoxy-5-hexadecanolide, a major component of mosquito oviposition attractant pheromones is reported. The key synthetic steps involve epoxide opening by lithiated salt of ethylpropionate and acid catalysed lactonization. The total synthesis was achieved in 11 linear steps staring from a readily available carbohydrate delta-gluconolactone in 18% overall yield making it simple, practical and elegant"
Keywords:		Animals Culicidae Female Molecular Structure *Oviposition Pheromones/*chemical synthesis/*chemistry Pyrones/*chemical synthesis/*chemistry;
Notes:		"MedlineDas, Saibal Mishra, Anand Kumar Kumar, Ashish Al Ghamdi, Ahamad Al Khazim Yadav, Jhillu Singh eng Research Support, Non-U.S. Gov't Netherlands 2012/06/13 Carbohydr Res. 2012 Sep 1; 358:7-11. doi: 10.1016/j.carres.2012.05.009. Epub 2012 May 18"