Found inside – Page 311(1) LDA, THF, –78 oC O Ph Me3Si (2) O N Ph O (3) N P Ph O Ph Br O N Ph O HO Ph ... Acetamide 3 (0.54 mmol) was added to the lithium diisopropylamide (LDA) ... Found inside – Page 616[231] Scheme 52 Methylation of 3,6-Dibenzyl-1,2,4,5-tetrazine[231] Ph 1. LDA, THF, −70 oC Ph Ph 152 N NN N Ph 2. MeI 153 15% N N N N Ph 154 7% N N N N Ph + ... Found inside – Page 859... OSiMe3 Ph R O Me OH Me OSiMe3 R Ph R O Me OH + + + base –78°C 409 410 411 412 413 414 415 1.PhCHO 2. H3O+ LDA = lithium diisopropylamide LICA = lithium ... Found inside – Page 287However, lithium diisopropylamide can be used, provided that the ... Ref Ph F LiHMDS (PhSO2)2NF LiOH 97 [220] Ph Cl LiHMDS C2Cl6 LiOEt 93 [220] Ph Br LiHMDS ... Found inside – Page 36Therefore, the preferential use of lithium diisopropylamide rather than ... Yield (%) Ref 1 4-MeOC6H4 H H H LDA, THF 99 [13] 2 Ph H Me Ph Bz LDA, THF, ... Found inside – Page 151toluene Ph CO2tBu R1 Ph Ph N CO2tBu N Li + R 1 R2 R2 MeO OMe Yield (%) ee (%) 15, ... For this, 3equiv. of lithium diisopropylamide (LDA) were needed to ... Found inside – Page 1253... purple lithium Ph Ph Ph Ph Ph Ph Ph Ph Ph •=-> ) •=> Ph 'C Ph H O Li O SCHEME 18 enolate, particularly with the lithium diisopropylamide - butyl lithium ... Found inside – Page 275Lithium diisopropylamide, LDA. ... product that is convertible to g-lactams.2 O Me2N O R' OH Ph Ph O R' + + LDA THF Me2N R R NHPOPh2 Me3Si NPOPh2 Quaterized ... Found inside – Page 445... 27[25] with butyllithium or lithium diisopropylamide, can be alkylated or ... Oxides[26–30] OMe OMe R2 P O R1 LDA or BuLi R2 P O R1 Li+ αγ Ph Ph Ph Ph ... Found inside – Page 57... transformed into anions by treatment with lithium diisopropylamide (LDA). ... Ph OSiMe3 CN Ph Ph HO Me O Ph OSiMe3 CN PhCHO LDA Me3SiCN (1.109) ii, ... Found inside – Page 2140LDA, Ph2CO, -78 °C, 16 h O CO2Me Ph R* = t Bu, R2 = R3 = H 50% Ph 57 R3 1. ... Me | Me | TBAF 85 Ph Ph Et,N.3HF | 32 Lithium diisopropylamide itself has the ... Found inside – Page 68John H. Bateson, John E. Bateson, Mike B. Mitchell. OAC ОАс ( i ) , ( ii ) Ph Ph + Ph ( 6 ) 1 : 1.2 Reagents : ( i ) LDA , -78 ° C ; ( ii ) ACCI , -78 ° C Fig . 17 through selection of the appropriate substitution pattern in the allylic alcohol , and use of ... Found inside – Page 156LDA, benzene, 5 oC Cl 2. SCN CN Ar1 3. H+ − iPr2NH CN − LiCN Cl 57 SS Ar1 CN − Ar1 = Ph 94% Cl Ar1 = 4-MeOC6 77% Ar1 = 4-BrC6 H4 H4 91% ... Found inside – Page 339Br R O N n n LDA,THF UV,6h, rt 13 n=1,R=H, 58% n=1,R=Ph,57% n=2,R=Ph,50% 14 R O N Scheme 10.39 The diastereoselective ring-closure reaction of ... Found inside – Page 318LDA , THF OMe 2. ( 2R , 3R ) -DPTA THF , -70 ° C Ph ( 3 ) 3. workup 70-85 % OMe NH3C1 Ph Ph ( 2R , 3R ) -DPTA H X racemic Et20 , -30 ° C ( 1 ) t - Bu Ph H20 ... Found inside – Page 627... ZnCl2 R1 = Me 60% R1 = Ph 30% 119 SeR1 SeR1 The synthesis of 1 ... R1 = H; R2 = Me) by 3 equivalents of lithium diisopropylamide at 258C leads to 1 ... Found inside – Page 550... of the 4-anion by use of lithium diisopropylamide at low temperature, followed by reaction with alkyl iodide?“78 for example: Ph 9 Ph R h LDA/THF h + R; ... Found inside – Page 227LDA, THF, –78 °C O t-Bu O O t-Bu O 2.RX R (26) 68–84% RX = EtI, PrI, BuI, C7H15I, H2C=CHCH2Br, PhCH2Br 96–98% ds 1. LDA, THF, –78 °C O O O Ph O O O Ph R OH ... Found inside – Page 360Scheme 67 Carbonyl Epoxidation with Diphenyltelluronium Methylide[181] Ph + ... using anhydrous 1,4-dioxane as a solvent and lithium diisopropylamide as a ... Found inside – Page 6Ph Ph Ph LON Оме Meo LOMe N N N a ) LDA / THF Мет , a ) LDA / 66 ° C Mening R ( 2 ) b ) Mel / -78 ° C b ) RI / -78 ° C 18 19 20 3,10,16,17 6a , b ( 3 ) There appears to be consensus that lithioimines alkylate syn to the N - alkyl moiety as ... Found inside – Page 102LDA (2 equiv), THF R2 R3 N N 211 aq HCl R4 N R1HN 2. R4CO2R5 O NR1Li N R4 210 R1 R5 = Me, Et R1 R2 R3 R4 Yield (%) Ref H Bn Ph 4-ClC6H4 74 [516] Me Ph H Ph ... Found inside – Page 72When first cyclohexenone was added to a lithium diisopropylamide solution, ... Et2O 74 Et Et Et,O 53 Ph Bn Et,O 46 Et Bu THF 78 Another special case of the ... Found inside – Page 234... of alkenesulfonamides MsNHBoc is doubly deprotonated with LDA and reacted ... imidazolidines.8 Tol O Ph O Ph S + N LDA Tol S Ph R COOMe R N NH THF Ph ... Found inside – Page 174... N i-Pr i-Pr N Li i-Pr LDA: lithium diisopropylamide diisopropylamine THF Ph Ph OH H2O Ph Ph Ph O Ph Ph Ph OH H2SO4 Ph Ph OH2 Ph Ph alcohol cation ether ... Found inside – Page 110Scheme 74 Reduction of a 4,5-Dihydrooxazole[325] Ph Cl O , LDA (1.4 equiv) Ph Ph N OCl Ph N O Ph OH Ph THF, −100 oC, 2 h NaOH, iPrOH 100% 74% 181 182 1.6:1 ... Found inside – Page 80LDA, THF, −50 oC 2. Ar1CHO SMe P O Ph Ph O SMe O Ar1 31 Cl 70% Cl 32 Ar1 = 4-ClC6H4 (E)-2-(4-Chlorophenyl)vinyl Phenyl Sulfoxide (30, ... Found inside – Page 177Et3 N R = Me, 83% R = Ph, 85% Ag2O, Et3N–THF, −78 °C, 12 h, 92% LDA, THF, ... NAr O R = Ph, 66% R = Me, 70% Ar Ar = LDA LDA = lithium diisopropylamide R ... Found inside – Page 180TBDMSCl (1.5 equiv), 0 oC O • Ph Ph Li 10 Ph OTBDMS Ph Ph LDA (3.3 equiv) THF, 0 oC TMSCl (3.5 equiv) 82% 82% • Ph TMS Ph TMS Ph Li 2-(Diphenylvinylidene)-1 ... Found inside – Page 103Ethyl N-benzyl3-aminobutanoate (83), for example, was treated with 5.2 molar equivalents of lithium diisopropylamide to give dianion 84.59 Quenching with ... Found inside – Page 180... Ph −78 oC, 1 h 3. warm to rt N CO2Me MeO2C NO2 Ph 66% N Ph rac Ph Ph LDA, ... lithium ion from lithium diisopropylamide is itself a chelating cation. Found inside – Page 70[54] Stepwise procedures using lithium diisopropylamide as base give chlorohydrins, ... t-BuOH 95 [54] Me H Ph Ph t-BuOK, t-BuOH 62 [54] Ph H (CH2)5 t-BuOK, ... Found inside – Page 340Ph S Ts S Ph . S. ( 74CC409 ) S Ph Ph ( 84CC1469 ) ( 83T1487 ) Ph S + CO2Me Δ 75 % Et3N Ph 92 % S Ph ( 86JOC1556 ) S CO2Me ( 85TL5265 ) hv LDA 84 % 48 % S ... Found inside – Page 155... (Scheme 29).56 Acyl thioamides react with lithium diisopropylamide (LDA) ... Et3N S PhN Ar N THF,0 ̊C,2h Ph H Ar I Scheme 28 Yield: 45-91% Ph N H R OS ... Found inside – Page 211... treatment with lithium diisopropylamide followed by protonolysis --~~~ H H H (1) LDA H W Ph " : C X. C. × N (2) H2O 1- N' Ph i-N H Ph H H H H (9) (10) ... Found inside – Page 59Ph N Ph 121 H 122 123 co2H H Ph Ph— —<\ 124 Ph—gN Y i ., - ' N LDA (2 eq.) L1 H /_ \_ \ Ph _ THF 0 / _ —30 I0 20 °C C02L1 TBHOZC COZH (88%, 98% de) t B O _ ... Found inside – Page 222[427]) Lithium diisopropylamide (23) has been used extensively as a strong ... LDA 23, THF, 0 oC Ph Ph CN CN CN Ph Ph t-BuOK, t-BuOH THF, 60 oC, 2 h 2. Found inside – Page 305Me $ iCC12H , PhMe Sicci , H and Ph MeSicci , readily react with lithium diisopropylamide , in TĦF , to form corresponding a - silyldichloromethyl lithium reagents , Ph MeSicci Li , etc . The reagents are readily silylated with chlorosilanes or ... Found inside – Page 1331) LHMDS, –78 °C 2 ) R2CH=NPh N N N NH O N Ph O R 1 Ar OCH3 O 1) TFA/CH2Cl2 NH ... with an excess of lithium diisopropylamide (LDA) afforded an enolate that ... Found inside – Page 24... H M9019 in 3 (47) R = Ph, base = LDA, X = H, 50% ee H = Ph, base = LDA, ... optical yield as compared with the use of lithium diisopropylamide (LDA). Found inside – Page 66Ph SO2 SO2 Ph Py ∆ SO2 Ph Ph SCHEME 152 4. Substitution reactions Thiirane dioxide is easily deprotonated by lithium diisopropylamide (LDA) in THF at ... Found inside – Page 313Me the same CO2Me Me 4m 16-23 109 CO2Me Et Ph Et Ph H N. H N Ph Et. Me . 0 - N ' 0 - N Me Me Me Me a LDA is lithium diisopropylamide . 49 4b 11 58 42 Scheme 10 n - H17C80 Organic chemistry of fullerenes : the major reactions , types ... Found inside – Page 219... with lithium diisopropylamide[17] in tetrahydrofuran at low temperature. ... yes – 93 [106] 3,5-(F3C)2C6H3 H 4-MeOC6H4 KOH THF yes – 60 [105] SN Ph ... Found inside – Page 41Scheme 39 Nucleophilic Haloalkylation[51,52,161] O As Me Ph Ph LDA, THF, ... Br R1 Ph 103 Reduction of the arsine oxide with lithium aluminum hydride and ... Found inside – Page 205When the 4H-thiopyran-4-one 267 is treated with lithium diisopropylamide (LDA) and ... O hν O S Me PhH S (263) (264) Scheme 79 Me Me Me Me Me Me O Ph S Ph O ... Found inside – Page 165LDA THF , -70 ° C H Pri H Ph N Ph Me CO2Et OʻLit R - I Ph N OEt -20 ° C → RT Me - CO2Et : Me O Lit 38 % R 5.134 5.135 ( a ) R = Me ( b ) R = Et 73 % 5.133 ... Found inside – Page 133Subsequent cyclization to indolizine is promoted by LDA ( LDA = lithium diisopropylamide ) . Ph Ph Ph Etzn LDA Ph Ph Ar Ph Ph Ar Ph Ph In an extensive ... Found inside – Page 677LDA H2. OH 1. Al(Hg) HHA pH N 2. PhCHO N "- Ph 2. Raney Ni N Ph Me ....Tol Me H: 'ss rol Me **. ©". o ": o ": - (-)-sedamine 13 20 (J1,2 = 8.3 Hz) (95% ee) ... Found inside – Page 613[6] Stronger bases such as potassium diisopropylamide (KDA)–lithium ... Yield (%) of 46 Ref H H Ph D2O D LDA, THF, –788C 64 [6] H H Ph MeI Me LDA, THF, ... Found inside – Page 716Scheme 46 Alkenes from Tosylhydrazones and Stabilized Carbanions[180] Li Ph NNHTs + R1 X LDA Ph NNLiTs + R1X 202 203 204 Ph R1 −LiX Ph N − N2 R1 X NLi 205 ... Found inside – Page 87Ph Ph Il i , NaH , DMF Me - S O --- ( 94 ) ii , Br2 Me - S II NTS ( 101 ) ... LDA = lithium diisopropylamide Ph - S II NH CHCl3 Ph 50 % overall Scheme 63 0 F ...
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