TY - JOUR
T1 - Total synthesis of a cuticular hydrocarbon from the cane beetle Antitrogus parvulus: Confirmation of the relative stereochemistry
AU - Basar, Norazah B.
AU - Liu, Hao
AU - Negi, Devendra
AU - Sirat, Hasnah M.
AU - Morris, Gareth A.
AU - Thomas, Eric J.
PY - 2012/3/7
Y1 - 2012/3/7
N2 - The stereoselective reaction of an allyl bromide with an aldehyde mediated by a low valency bismuth species was the key reaction in stereoselective syntheses of (4S,6R,8R,10S,16S)- and (4S,6R,8R,10S,16R)-4,6,8,10,16- pentamethyldocosanes. 13C NMR data for these compounds confirmed that the cuticular hydrocarbon isolated from the cane beetle Antitrogus parvulus was the (4S,6R,8R,10S,16S)-stereoisomer. © 2012 The Royal Society of Chemistry.
AB - The stereoselective reaction of an allyl bromide with an aldehyde mediated by a low valency bismuth species was the key reaction in stereoselective syntheses of (4S,6R,8R,10S,16S)- and (4S,6R,8R,10S,16R)-4,6,8,10,16- pentamethyldocosanes. 13C NMR data for these compounds confirmed that the cuticular hydrocarbon isolated from the cane beetle Antitrogus parvulus was the (4S,6R,8R,10S,16S)-stereoisomer. © 2012 The Royal Society of Chemistry.
U2 - 10.1039/c2ob06906g
DO - 10.1039/c2ob06906g
M3 - Article
SN - 1477-0520
VL - 10
SP - 1743
EP - 1745
JO - Organic and Biomolecular Chemistry
JF - Organic and Biomolecular Chemistry
IS - 9
ER -