Anomolous deprotonation of tricarbony(η5-1-arlycyclohexadienyl)iron complexes
作者:Andrei V. Malkov、G.Richard Stephenson
DOI:10.1016/0022-328x(94)05269-h
日期:1995.3
1-Aryl substituted cyclohexadienyl complexes provide the first example of deprotonation from C-6 of tricarbonyl(cyclohexadienyl)iron(1+) complexes, and in the case of ortho-substituted aryl substituents, a reversed regiocontrol of nucleophile addition.
Larock, Richard G.; Leach, Douglas R., Organometallics, 1982, vol. 1, # 50, p. 74 - 81
作者:Larock, Richard G.、Leach, Douglas R.
DOI:——
日期:——
Diastereoselective synthesis of chiral α-aminoorganotributyltins via ring-opening of 2-tributylstannyloxazolidines
作者:Vincent Coeffard、Jean-Christophe Cintrat、Erwan Le Grognec、Isabelle Beaudet、Jean-Paul Quintard
DOI:10.1016/j.jorganchem.2005.11.070
日期:2006.4
Reactions of 2-tributylstannyloxazolidines 2a-d (cis or trans), derived from (R)-phenylglycinol protected as N-carbamate, with lithium diorganocuprates in presence of boron trifluoride in diethyl ether provide the corresponding functionalized tributylstannyl-alpha-aminoalcohols 3-10 with diastereoselectivities close to 85:15 in favour of the (S,R)-isomer. The stereochemical trend is preserved using allyltributyltin as nucleophile and TiCl2(Oi-Pr)(2) as Lewis acid in dichloromethane. The assignments of the (S,R) or (RR) configurations in 3-10 were achieved on the basis of physicochemical data combined with a radiocrystallographic structure. Stereochemical preferences were rationalized by consideration of the interactions occurring in the iminium intermediates. (c) 2005 Elsevier B.V. All rights reserved.