REMARK Supporting information Organic & Biomolecular Chemistry REMARK Geometry optimization Gaussian log files. Final geometries. TITLE A Novel C,D-Spirodioxene Taxoid Synthesized through TITLE an Unexpected Pd-Mediated Ring Cyclization AUTHORS Wang, Shao-Rong; Sánchez-Murcia, Pedro A.; Gago, F.; Fang, Wei-Shuo REMARK The geometries of compounds "1a" (TXL), "5" and "6" were optimized REMARK using B3LYP/3-21G and IEFPCM to take into account solvent effects REMARK (chloroform) #Compound 1a 1\1\GINC-ALVARITO\FOpt\RB3LYP\3-21G\C47H51N1O14\ROOT\22-Sep-2015\0\\ #p B3LYP/3-21G opt geom=check guess=read\\scrf=(iefpcm,solvent=chlorof orm)\\0,1\C,-1.251595804,-1.4839758522,1.1416314923\N,0.6711562547,3.9 438264329,1.1885163956\O,-2.6123455394,-1.2572022942,1.631667836\C,-1. 3981356288,-1.989636309,-0.3334972069\O,-2.0406128008,-0.8150681951,-1 .0057074648\C,-3.3276285701,-0.9668289059,-1.5170844677\O,-3.938498320 3,-2.0341521824,-1.5042199509\C,-3.8078204941,0.307313149,-2.093804169 4\O,0.2324052183,-0.2906930258,-2.4391491946\C,-5.1085073399,0.3263362 751,-2.6134447504\O,2.4231348922,-0.7471909221,-1.9082296484\C,-5.6114 594986,1.4940657636,-3.1800555227\O,-0.4662728174,-2.7785612342,-4.409 2255532\C,-4.8129496633,2.6425405855,-3.2301953618\O,2.4122149311,-5.1 648289974,-1.5401886188\C,-3.5129690144,2.6188000276,-2.7158554111\O,0 .1541753823,-5.8641562933,0.2241585932\C,-3.0004585432,1.4523140689,-2 .1464704002\O,1.3465924101,-4.9782432256,2.3866036813\C,-0.0889356141, -2.3638793811,-1.1027532063\O,3.6175030306,-4.6445464249,2.6120657464\ C,-0.0647419061,-1.740899456,-2.5276135053\O,1.7744695852,0.8723409725 ,1.4253057013\C,1.5519292609,0.0707996025,-2.2075906119\O,1.8862062668 ,1.7153640358,3.5708079617\C,1.688675894,1.5534615467,-2.4132592524\O, 2.8334728154,4.0275815304,2.8351905276\C,-1.2778416041,-1.9243351363,- 3.4718911399\O,-0.5697169157,2.9888359574,-0.4851480005\C,0.7987408978 ,-2.424126854,-3.6565445983\C,1.6503094847,-3.6524799478,-3.3495465903 \C,1.6990813979,-3.930113148,-1.8469066432\C,0.2676533317,-3.895476881 7,-1.1862459541\C,-0.7569620536,-4.7099779646,-2.0087813056\C,0.510126 5462,-4.6907904784,0.1349942741\C,1.3433042705,-4.0313393969,1.2391848 035\C,2.5852407048,-5.2001100515,2.9737833861\C,2.4286122258,-6.213440 9252,4.0824258691\C,0.8247336186,-2.6958995759,1.6794071688\C,1.605067 3298,-1.596220245,1.6470755069\C,0.9200489282,-0.2741402285,1.92230180 09\C,2.1099649196,1.8015577145,2.3591824741\C,2.8070652399,3.029252908 1,1.7741772547\C,1.9744217977,3.5772446004,0.6094694628\C,-0.510268849 7,3.6378707825,0.5936749798\C,-1.7512402771,4.0922130125,1.3055887865\ C,-1.7459853222,4.9746409203,2.3951416325\C,-2.9441066498,5.3463525127 ,3.003962385\C,-4.1579097311,4.8416086848,2.5301716055\C,-4.168912248, 3.9705199301,1.4380008574\C,-2.9724406718,3.6024241832,0.8271437401\C, 2.5994892998,4.7589192872,-0.1260100139\C,2.1037483319,5.0803067654,-1 .3990993671\C,2.6336856924,6.1536421299,-2.1138814713\C,3.6633058487,6 .9218052625,-1.5623363161\C,4.1439356917,6.6205853368,-0.2871934912\C, 3.611537238,5.5487991087,0.4344493405\C,-0.4356192467,-0.1499057193,1. 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0.8654531806\H,3.3918492325,-6.3806485298,4.5631300226\H,0.8266719838, -0.0902040267,2.9920004644\H,3.8138602249,2.7594163634,1.4304602387\H, 1.7964005581,2.7565175666,-0.0798744809\H,-0.8196727262,5.3973325205,2 .7653839581\H,-2.9312581615,6.031959781,3.8428985743\H,-5.0874602514,5 .1306122914,3.0064618809\H,-5.1074566366,3.5824754681,1.0602705793\H,- 2.9680727137,2.9394784212,-0.0263347268\H,1.2894865168,4.4944068007,-1 .8101911581\H,2.2457393014,6.3909997513,-3.0978809862\H,4.080215164,7. 752788279,-2.1195852967\H,4.9295030538,7.2243321409,0.1528185821\H,3.9 496293063,5.3413274419,1.4413205797\H,-1.0540864206,0.5793678399,1.727 0461847\H,3.5784599957,-0.7963720563,1.9255564581\H,-1.8456210664,-1.9 372263477,3.7775126659\H,-1.6478301753,-4.2249467764,0.9536443196\H,2. 6934438273,1.8778787386,-2.1436148714\H,-1.5681564634,-0.9749580533,-3 .9240378649\H,1.2087710022,-4.5022182741,-3.8800628477\H,-0.8395451895 ,-4.3215425124,-3.0230830029\H,2.0432833314,-7.1480338937,3.6635485345 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.6199622,-8.9993637,-0.6205985,-16.6711851,12.6468303,-0.3584212\PG=C0 1 [X(C49H55N1O13)]\\@ #Compound 6 1\1\GINC-ALVARITO\FOpt\RB3LYP\3-21G\C48H51N1O13\PRUEBA\23-Sep-2015\0\\ #p B3LYP/3-21G opt\\scrf=(iefpcm,solvent=chloroform)\\0,1\N,-3.7553636 725,-1.1342667467,-0.2221077066\C,1.5976961552,0.8274222588,-1.7561595 783\C,1.9133894473,1.491929573,-0.3676292372\C,1.1154929461,3.81133143 93,-0.5058196446\C,-0.1114849844,4.5925253733,-0.7832817383\C,0.053132 8916,5.9594330972,-1.0424417782\C,-1.0541604727,6.7527546695,-1.327186 2172\C,-2.3302767783,6.179563513,-1.3527099615\C,-2.4934407906,4.81576 75608,-1.0928905503\C,-1.388753305,4.0117691593,-0.8064426381\C,1.9638 885208,0.5420215018,0.8707846188\C,1.0743483984,0.9786763463,2.0873384 458\C,-1.3178254981,1.615885476,2.0983706211\C,1.1746615457,2.42391726 28,2.6422207682\C,1.2414014875,0.0269857299,3.2516848331\C,2.218397014 3,-0.8717412506,3.3453458914\C,3.2387398941,-1.0978039453,2.2595741981 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