Malic acid metal complexes

Maleonitrile, l,2-dicyanoethylene-l,2-dithio-metal complexes, 6, 147 Malic acid metal complexes geochemistry, 6, 867 naturally occurring, 2,962 Malonic add... 

Markovits G, Klotz P, Newman L (1972) Eormation constants for the mixed-metal complexes between indium(III) and uranium(Vl) with malic, citric and tartaric acids. Inorg Chem 11 2405-2408... 

One of the first functionalized substrates subjected to the asymmetric P-H addition promoted by metal complexes were phosphine-functionalized alkenols, viz., 3-diphenylphosphinobut-3-en-l-ol and 2-diphenylphosphinoprop-2-en-l-ol (Scheme 7) [54]. The target was the diphosphine ProPhos which had previously been prepared by tedious organic manipulations extending to 14 steps from a chiral pool consisting of malic and L-ascorbic acid [55, 56]. The hydrophosphination reaction employing (/ )- was carried out as shown in scheme 7 and showed excellent selectivity in the case of 3-diphenylphosphinobut-3-en-l-ol (four isomeric products in the ratio 2 18 1 4) and moderate selectivity in the case of 2-diphenyl-phosphino prop-2-en-l-ol (1 2 5 8). Isomer 12a was the major product in the case of 3-diphenylphosphinobut-3-en-l-ol (n = 1), and for 2-diphenylphosphinoprop-2-en-l-ol (n = 2), 11a and 11b co-crystallized out. The two analogous substrates gave products that differ in the chirality at the newly formed carbon center. 

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