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Review%207 - Hate Title EEG-32009 O acehjl k I...

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Unformatted text preview: Hate Title EEG-32009 O acehjl \ k I acei-aldekgde 0 ®/\°H dogfiodfo enOLSQ @H dek dro en Ce. /U\ IOH® Q-eromoi ace+Mdekj de aceHc (G'Hnangiyj “ad essence all 0 kmaove/ [I ‘Eiti’[email protected] oxi cl «Hon [:0] ® ICI- oxid. s+a+e O re d uC‘H on [H 2'] Meshes-v axial. S-HM-e For c Lo’rs 0‘: new read-ions +his week! Reduc-Hons 2 carbomy £14]; odcolnoi ° Hz. °’H H P+ ed 4 JL I «a 4 2, so re uces (D R P P+ R R' HLC= CH; o\kenes oddehgde (zen \—\ ll- c; N ni-hriles ke+one ’H o ‘ NpBHq or 0 @ R’u‘R' ”EA/Mi; R%\RI NQBHq and LiA\H‘f 2) fi“) H10 H or? Sources 0C kgdr Ede {4:6 :"9 + 6° NaBHq o-MH H10 Wyéa a, .2 a Mk“ H9 H H unmade LEAH-H muck more PowerFul +ham Nam-h} a|$o reduces. es+erg medes m+ri\es/ qlkjl hodiolcs, and oxqcflclo Proeanes to] ox‘dq-HOV‘S [0 or 1° odcohcfl F4 Corbon‘j) 2° alcohol O R, 2' u :3L\ Clo: /L§ C)CJ1_OH H30C) carbfi a o o NH ’2‘ O . H Hat) 3 H10 3’—0 -— Cr—OH u 0 O chromic ada‘ like om E2. efimina'fion lo a\coko\ — use 9CC -\—-o 39+ oddekxscle. a u 6 00039 ___PCC ; FCC R X0” (Lu-Luz R i H H H O mrbox \ic_ qofc’ RXOH ~30; RJkOH OVCV- added-ion 2 A\ co h0\ —-> \nodoal kane. 2°/3° Q‘COkO‘Si SNl wH—h concefi-H‘Od-eol H-‘X 1° odcohols: reqc-l- wi-Hn HI 0" HEP (no+ Ho) AéH OH is a bowl leaw'ng argup (I. auc-HVoA-e +0 a good 12 owing 9'0“? 1"“. (HLO, neui'ron I [N PBF} ac-Hvod-e 0“! +V‘e" SN'L wH-k Bfe 08nuc\eoPk{\e RA?“ 8R}? Br [7,0\ 5N2. {>49 “9 W Br __, RA HO‘P’V \ + I am Br // Br cam do 2. more an3 b/c has 7_ more P-Br bonds c" ‘cu \ (—9H 0' hi l 77 L 99 R Ao~ S” ‘; Cl R NucleoEth‘c Carbons 8- 8* €73 e RBC—M H R3C M K Mai-ad K-€3('|‘1r'enrw resonance S+ruc+ur 9. Shows Mg, LA] Cu 6 charge on c Grignwd regents R—ng Prep. R-X 213—, 9.-ng /\o/\ or <°\ (Tl-\F) r“; ‘ O ‘ R’— X 0’” “5- w/ carbon\3\$ J‘ ) Mg R R +—> R R 2) H ,H-Lo W/ o x a c3 do Propane; RI B (”'0 9:6: CHICH3 ’CH2CH3 m H+/H7.0 6-) 0H e,- 'Il W I CH16H3 CH3 ac+ as s+romj bases W? G cus CL‘z—OflHfl CH3- Mgfir ——) CH3CHz—éi 4' CHI-f alkoxide q ‘ edge ac+ as bases no: vC .. - .. / H20, 9. \OH, Ram,” 12 c=c H W Prep. (1.x 1- 243 ’9 IZ—L'x + \Jx rxns; like eriojnm—a coreRM, 'HnOugh- R-Li Owe 19% basic den“! use w/ $.42. reqc+€0n$ inS+€ad--- oraqnocopper reagen-k-s (Gilman reafieni-S) Prep. 2 R—LJ «- Cut-L —> R-Cu-R RLCuL'l l L'\ [-an ‘. R"CHz—X + RzCuL" -—-» P‘-CHL~R + R—Cu~x // [7‘ C; X: Br, 1 new c—c bong WT) Ju" syn+hesis a||<enes 'D R—o-P.‘ @‘5 si—ker elfm.T 03% 90H (3N2) Co 8 News LLJJL; R—x “gm R-OH 6E1]; >;C+ . H7, U/ \W basal facial R—L‘. [2—ng 3L 12-09 CULT. A . ~ alkoxide \ ch‘o hluc / \ 229% [at CuLl R/VOH L05, JL RL'X‘J/ lenger Q chains [ZI—‘R \oanr C chains RE‘T RosyNTHems: whork back-wards From Producfi b‘j qu‘n \Oaicod dxscOHAEcr-imns or fund-30nd SrOup changes on G Monte Ph%/V cram anxfi precurSor wH-h 8 carbons H 0“ Fewer 0 Pk JL“ Bng W Forwofd 0H 0 I) Mmgv ——-———5 H Or, diSCOnnec+ on +he o-Hner side 015 +he alcohol: '3 Pk M Same fired-:39, i M bwi- named use: H 2) H+/H-,,o Pk l-I O'H‘e’ possilme disconnec‘h'ons? OH Pk /l\§(\/ eraser D l-\ “,3“; W I) LiA\Dq or NaBDq 7.) Hi; HzO 9 Par N3 3r 3 H0 70 1% W D H D H ForWon-OL: O I) NOABDQ OH Par D H mm; H ——"—’ H7K/ —;> —> NJ 13 M, H10 0 8r D H W OH \PCC— cuscuzga _ H mqvjf Forward: 0 CH cH M Br \/\/°H Pcc. W” 3 z 3 CHzC‘z 7—) W'/Hz.0 O OH CrO3 H10 H CH3 cash/‘38" ?_._ \/\I(\ OH 7—3 H3 H10 ° Br Br C9 /, cw @ \ w a ~s : H M N0 g 33" + (70 Forwaro‘ o M Mflsr ‘ L) OH Br ’75—; g 3—,, l) Per3 ...
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