@article { ISI:000233209400079,
	title = {Synthesis of eupomatilone-6 and assignment of its absolute configuration},
	journal = {Journal of Organic Chemistry},
	volume = {70},
	number = {23},
	year = {2005},
	month = {NOV},
	pages = {9658-9661},
	publisher = {AMER CHEMICAL SOC},
	type = {Article},
	address = {1155 16TH ST, NW, WASHINGTON, DC 20036 USA},
	abstract = {<p>[GRAPHICS] The Zn-mediated Barbier reaction of the biarylaldehyde 8 with crotyl bromide followed by hydroboration and oxidation provided the gamma-butyrolactones 4 and 5. The stereoselective installation of methyl group at C-3 by using LiHMDS and MeI completed the synthesis of racemic eupomatilone-6 (2) and its diastereomer 3. The spectroscopic data of 2 was in fall agreement with reported spectra of natural product, thus confirming the revised relative configuration of eupomatilone-6. Similarly, an optically active (3R,4R,5S)-isomer of eupomatilone-6 (23) was prepared in which the aldol reaction with thiazolidinethione as a chiral auxiliary was employed as a key step. On the basis of the spectroscopic data and optical rotation values of 23, the absolute configuration of eupomatilone-6 was proposed.</p>},
	issn = {0022-3263},
	doi = {10.1021/jo0516234},
	author = {Gurjar, Mukund K. and Karumudi, Bhargava and Ramana, C. V.}
}
