104863-49-2Relevant articles and documents
Copper(I) hydride-catalyzed asymmetric hydrosilylation of heteroaromatic ketones
Lipshutz, Bruce H.,Lower, Asher,Noson, Kevin
, p. 4045 - 4048 (2002)
(formula presented) In situ generation of CuH ligated by Takasago's new nonracemic ligand, DTBM-SEGPHOS, leads to an especially reactive reagent capable of effecting asymmetric hydrosilylation of heteroaromatic (H) ketones under very mild conditions. PMHS serves as an inexpensive source of hydride. Substrate-to-ligand ratios on the order of 2000:1 are employed.
General asymmetric hydrogenation of hetero-aromatic ketones
Ohkuma, Takeshi,Koizumi, Masatoshi,Yoshida, Makoto,Noyori, Ryoji
, p. 1749 - 1751 (2000)
(matrix presented) Het = hetero-aromatic ring (R,R)-Ru cat = trans-RuCl2[(R)-xylbinap][(R)-daipen] trans-RuCl2[(R)-xylbinap][(R)-daipen] or the S,S complex acts as an efficient catalyst for asymmetric hydrogenation of hetero-aromatic ketones. The hydrogenation proceeds with a substrate-to-catalyst molar ratio of 1000-40000 to give chiral alcohols in high ee and high yield. The enantioselectivity appears to be little affected by the properties of the hetero-aromatic ring. This method allows for asymmetric synthesis of duloxetine, an inhibitor of serotonin and norepinephrine uptake carriers.
Kinetic resolution of racemic 1-heteroarylalkanols by asymmetric esterification using diphenylacetic acid with pivalic anhydride and a chiral acyl-transfer catalyst
Shiina, Isamu,Ono, Keisuke,Nakata, Kenya
supporting information; experimental part, p. 147 - 149 (2011/04/14)
A variety of optically active 1-heteroarylalkanols and their esters, which include heteroaromatic moieties, such as 2-furyl, 2-thienyl, 3-thienyl, 2-thiazoyl, 2-benzothiazoyl, and 2-benzoxazoyl groups, are efficiently produced by a novel asymmetric esterification. The transition states that form the desired (R)- esters from the (R)-1-heteroarylalkanols are determined by DFT calculations, and the structural features of these transition states are systematically discussed.