Showing papers by "Matthias Breuning published in 1998"
TL;DR: In this article, the synthesis of atropo-enantiomerically pure aminomethyl and hydroxymethyl substituted biaryls derivatives M - 2 and M - 3 by dynamic kinetic resolution of a racemic lactone precursor is described.
Abstract: The synthesis of atropo-enantiomerically pure aminomethyl and hydroxymethyl substituted biaryls derivatives M - 2 and M - 3 (and, optionally, their enantiomers), by dynamic kinetic resolution of a racemic lactone precursor, is described. Their application as chiral catalysts in the asymmetric addition of diethylzinc to aldehydes leads to excellent enantiomeric ratios of up to 99:1 and high chemical yields.
54 citations
TL;DR: In this article, the reaction of the heterodinuclear complex HC-{SiMe2N(2-FC6H3)}3Zr-FeC p(CO)2 (1) with 1,3-di-methyl-6H-benzobnaphtho1,2-dpyranone (2) led to immediate ring opening of the lactones.
30 citations
TL;DR: In this paper, the synthesis of substituted 1-(2′-hydroxyphenyl)naphthalene-2-carbaldehydes 4 and 6-alkoxy-6H-pyrans 7 and 8, analogs of the postulated metallated intermediates in the atropo-enantioselective ring cleavage of configuratively unstable biaryl lactones 2, is described.
22 citations
TL;DR: In this article, the equilibrium between the lactol-bridged biaryls 3 and the ring opened hydroxy aldehyde isomers 4 as well as their atropisomerization are investigated by quantumchemical calculations.
20 citations
14 citations
3 citations
01 Jan 1998
2 citations
TL;DR: H(2) 8c -0.5702(1) 0.5494(1), 0.636(1, 0.3232(5) 0., 0.3041(3) -0.0646(4) 0,0.1931(2), 0.0553(6) 0 as mentioned in this paper.
Abstract: H(2) 8c -0.0870(2) 0.1401(5) 0.7139(1) 0.08 H(3) 8c -0.1931(2) -0 .0553(6) 0.6987(1) 0.08 H(5) 8c -0 .2473(3) -0 .2808(7) 0.6551(2) 0.08 H(6) 8c -0 .2226(4) -0 .4448(7) 0.5985(2) 0.08 H(7) 8c -0 .0924(4) -0 .4090(6) 0.5589(2) 0.08 H(8) 8c 0.0121(3) -0 .2037(5) 0.5702(1) 0.08 H(12) 8c 0.251(3) -0 .147(4) 0.643(1) 0.08(1) H(13) 8c 0.3041(3) -0 .0646(4) 0.5808(1) 0.08 H(15) 8c 0.1252(3) 0.1763(4) 0.5079(1) 0.08 H(17) 8c 0.125(2) 0.308(4) 0.636(1) 0.075(9) H(18A) 8c 0.0116(3) 0.4015(4) 0.6377(1) 0.08 H(18B) 8c -0 .0403(3) 0.4058(4) 0.6795(1) 0.08 H(19A) 8c 0.0292(3) 0.2534(5) 0.7387(1) 0.08 H(19B) 8c 0.1290(3) 0.3232(5) 0.7307(1) 0.08 H(20A) 8c 0.0383(3) 0.6459(5) 0.6693(2) 0.08 H(20B) 8c 0.1331(3) 0.5540(5) 0.6651(2) 0.08 H(20C) 8c 0.0812(3) 0.5583(5) 0.7069(2) 0.08 H(21A) 8c 0.1401(3) 0.0916(5) 0.7675(1) 0.08 H(21B) 8c 0.1877(3) 0.0679(5) 0.7252(1) 0.08 H(21C) 8c 0.0879(3) -0 .0018(5) 0.7332(1) 0.08 H(22A) 8c 0.3568(4) 0.0321(7) 0.5174(2) 0.08 H(22B) 8c 0.3121(4) 0.1950(7) 0.5045(2) 0.08 H(22C) 8c 0.2812(4) 0.0363(7) 0.4832(2) 0.08 H(23A) 8c -0 .0669(3) 0.1695(5) 0.5772(1) 0.08 H(23B) 8c -0.0543(3) 0.1368(5) 0.5307(1) 0.08 H(23C) 8c -0 .0208(3) 0.2991(5) 0.5494(1) 0.08
1 citations
TL;DR: H(IA) 2i 0.5278(4) -0.4382(4), 0.4457(3) 0.3187(4, 0.3040(3), 0., 0.08 H(I8A) 2/0.0443(4)-0.2123(4).
Abstract: H(IA) 2i 0.3609(4) -0.1068(3) -0.0343(3) 0.08 H(1B) 2i 0.1955(4) -0.1026(3) 0.0422(3) 0.08 H(3) 2i 0.5531(3) -0.2465(3) 0.0250(3) 0.08 H(4) 2i 0.6296(3) -0.4479(3) 0.1002(3) 0.08 H(6) 2/ 0.5711(4) -0.6481(3) 0.2175(3) 0.08 H(7) 2i 0.4002(5) -0.7680(3) 0.3324(3) 0.08 H(8) 2i 0.1486(4) -0.6841(3) 0.3743(3) 0.08 H(9) 2i 0.0700(4) -0.4784(3) 0.3040(3) 0.08 H(I4) 2i -0.2028(3) -0.2075(3) 0.0942(3) 0.08 H(16) 2/ -0.2187(4) -0.1103(3) 0.4457(3) 0.08 H(I8A) 2/ -0.0443(4) -0.3673(4) -0.0781(3) 0.08 H(18B) 2/ -0.0503(4) -0.2123(4) -0.0857(3) 0.08 H(20) 2/ 0.1483(4) -0.5278(4) -0.2350(4) 0.08 H(21) 2/ 0.3216(4) -0.5601(4) -0.4386(4) 0.08 H(22) 2i 0.4027(4) -0.3807(5) -0.5422(4) 0.08 H(23) 2i 0.3187(4) -0.1645(4) -0.4451(4) 0.08 H(24) 2/ 0.1428(4) -0.1285(3) -0.2445(3) 0.08 H(25A) 21 -0.4382(4) -0.0703(4) 0.4012(4) 0.08 H(25B) 2i -0.4447(4) -0.1746(4) 0.3029(4) 0.08 H(25C) 2i -0.4198(4) -0.0307(4) 0.2633(4) 0.08 H(26A) 2i 0.1643(4) -0.2205(4) 0.3847(3) 0.08 H(26B) 2i 0.0208(4) -0.2355(4) 0.4933(3) 0.08 H(26C) 2i 0.0457(4) -0.0925(4) 0.4506(3) 0.08