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1
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0002369226
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Recent advances in polymer-assisted solution-phase chemical library synthesis and purification
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Flynn DL, Devraj RV, Parlow JJ: Recent advances in polymer-assisted solution-phase chemical library synthesis and purification. Curr Opin Drug Discovery Dev (1998) 1:41-50. This review summarizes key advances in resin-assisted scavenging and synthesis techniques.
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(1998)
Curr Opin Drug Discovery Dev
, vol.1
, pp. 41-50
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Flynn, D.L.1
Devraj, R.V.2
Parlow, J.J.3
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2
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0033152131
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Solution-phase chemical library synthesis using polymer-assisted purification techniques
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Parlow JJ, Devraj RV, South MS: Solution-phase chemical library synthesis using polymer-assisted purification techniques. Curr Opin Chem Biol (1999) 3:320-336. The review summarizes commonly used polymer-assisted purification techniques and multi-step syntheses.
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(1999)
Curr Opin Chem Biol
, vol.3
, pp. 320-336
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Parlow, J.J.1
Devraj, R.V.2
South, M.S.3
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3
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0001645943
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Polymer-supported hypervalent iodine reagents in 'clean' organic synthesis with potential application in combinatorial chemistry
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Ley SV, Thomas AW, Finch H: Polymer-supported hypervalent iodine reagents in 'clean' organic synthesis with potential application in combinatorial chemistry. J Chem Soc Perkin Trans 1 (1999):669-672.
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(1999)
J Chem Soc Perkin Trans 1
, pp. 669-672
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Ley, S.V.1
Thomas, A.W.2
Finch, H.3
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4
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0034718088
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Polymer-supported (Salen)Mn catalysts for asymmetric epoxidation: A comparison between soluble and insoluble matrices
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Reger TS, Janda KD: Polymer-supported (Salen)Mn catalysts for asymmetric epoxidation: A comparison between soluble and insoluble matrices. J Am Chem Soc (2000) 122:6929-6934. Disclosure of a recyclable polymer-bound Jacobsen catalyst for asymmetric epoxidations.
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(2000)
J Am Chem Soc
, vol.122
, pp. 6929-6934
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Reger, T.S.1
Janda, K.D.2
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5
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0034804379
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Solid-supported reagents for the oxidation of aldehydes to carboxylic acids
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Takemoto T, Yasuda K, Ley SV: Solid-supported reagents for the oxidation of aldehydes to carboxylic acids. Synlett (2001):1555-1556.
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(2001)
Synlett
, pp. 1555-1556
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Takemoto, T.1
Yasuda, K.2
Ley, S.V.3
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6
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0035901676
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Oxoammonium resins as metal-free, highly reactive, versatile polymeric oxidation reagents
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Weik S, Nicholson G, Jung G, Rademann J: Oxoammonium resins as metal-free, highly reactive, versatile polymeric oxidation reagents. Angew Chem Int Ed (2001) 40:1436-1439.
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(2001)
Angew Chem Int Ed
, vol.40
, pp. 1436-1439
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Weik, S.1
Nicholson, G.2
Jung, G.3
Rademann, J.4
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7
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0035517263
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Preparation and use of polymer-supported chiral ruthenium complex catalyst
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Gao J-X, Yi XD, Tang C-L, Xu P-P, Wan H-L: Preparation and use of polymer-supported chiral ruthenium complex catalyst. Poly Adv Technol (2001) 12:716-719.
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(2001)
Poly Adv Technol
, vol.12
, pp. 716-719
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Gao, J.-X.1
Yi, X.D.2
Tang, C.-L.3
Xu, P.-P.4
Wan, H.-L.5
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8
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0035926523
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Preparation and use of MeO-PEG-supported chiral diphosphine ligands: Soluble polymer-supported catalysts for asymmetric hydrogenation
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Fan Q-H, Deng G-J, Lin C-C, Chan ASC: Preparation and use of MeO-PEG-supported chiral diphosphine ligands: Soluble polymer-supported catalysts for asymmetric hydrogenation. Tetrahedron Asymmetry (2001) 12:1241-1247. This paper describes two immobilized and recyclable catalysts for asymmetric hydrogenation.
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(2001)
Tetrahedron Asymmetry
, vol.12
, pp. 1241-1247
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Fan, Q.-H.1
Deng, G.-J.2
Lin, C.-C.3
Chan, A.S.C.4
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9
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0034804462
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Highly efficient and recyclable polymer-bound catalyst for olefin metathesis reactions
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Randl S, Buschmann N, Connon SJ, Blechert S: Highly efficient and recyclable polymer-bound catalyst for olefin metathesis reactions. Synlett (2001):1547-1550. First report of a recyclable polymer-supported Grubbs catalyst that is not only effective in ring closing metathesis but also in cross metathesis reactions.
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(2001)
Synlett
, pp. 1547-1550
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Randl, S.1
Buschmann, N.2
Connon, S.J.3
Blechert, S.4
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10
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0035830558
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Polymer-supported proline-based diamine catalyst for the kinetic resolution of racemic secondary alcohols
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Clapham B, Cho C-W, Janda KDA: Polymer-supported proline-based diamine catalyst for the kinetic resolution of racemic secondary alcohols. J Org Chem (2001) 66:868-873. A report on the synthesis of a recyclable JandaJel-bound catalyst for kinetic resolution.
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(2001)
J Org Chem
, vol.66
, pp. 868-873
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Clapham, B.1
Cho, C.-W.2
Janda, K.D.A.3
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11
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0035825054
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Enantioselective Strecker-type reaction promoted by polymer-supported bifunctional catalyst
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Nogami H, Matsunaga S, Kanai M, Shibasaki M: Enantioselective Strecker-type reaction promoted by polymer-supported bifunctional catalyst. Tetrahedron Lett (2001) 42:279-283.
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(2001)
Tetrahedron Lett
, vol.42
, pp. 279-283
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Nogami, H.1
Matsunaga, S.2
Kanai, M.3
Shibasaki, M.4
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12
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0034263911
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Polymer-assisted solution-phase synthesis of 2′-amido-2′-deoxyadenosine derivatives targeted at the NAD*-binding sites of parasite enzymes
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Golisade A, Bressi JC, Van Calenbergh S, Gelb MH, Link A: Polymer-assisted solution-phase synthesis of 2′-amido-2′-deoxyadenosine derivatives targeted at the NAD*-binding sites of parasite enzymes. J Combinatorial Chem (2000) 2:537-544. Selective acylation of amines in the presence of alcohols using polymer-bound acylating agents.
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(2000)
J Combinatorial Chem
, vol.2
, pp. 537-544
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Golisade, A.1
Bressi, J.C.2
Van Calenbergh, S.3
Gelb, M.H.4
Link, A.5
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13
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0037127517
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A new reagent and its polymer-supported variant for the amidination of amines
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Dräger G, Solodenko W, Messinger J, Schön U, Kirschning A: A new reagent and its polymer-supported variant for the amidination of amines. Tetrahedron Lett (2002) 43:1401-1403.
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(2002)
Tetrahedron Lett
, vol.43
, pp. 1401-1403
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Dräger, G.1
Solodenko, W.2
Messinger, J.3
Schön, U.4
Kirschning, A.5
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14
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0035910530
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Alkylating polymers: Resin-released carbenium ions as versatile reactive intermediates in polymer-assisted solution-phase synthesis
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Rademann J, Smerdka J, Jung G, Grosche P, Schmid D: Alkylating polymers: Resin-released carbenium ions as versatile reactive intermediates in polymer-assisted solution-phase synthesis. Angew Chem Int Ed (2001) 40:381-385.
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(2001)
Angew Chem Int Ed
, vol.40
, pp. 381-385
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Rademann, J.1
Smerdka, J.2
Jung, G.3
Grosche, P.4
Schmid, D.5
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15
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0036007056
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Synthesis of nornicotine, nicotine and other functionalised derivatives using solid-supported reagents and scavengers
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Baxendale IR, Brusotti G, Matsuoka M, Ley SV: Synthesis of nornicotine, nicotine and other functionalised derivatives using solid-supported reagents and scavengers. J Chem Soc Perkin Trans 1 (2002):143-154.
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(2002)
J Chem Soc Perkin Trans 1
, pp. 143-154
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Baxendale, I.R.1
Brusotti, G.2
Matsuoka, M.3
Ley, S.V.4
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16
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0036355081
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Polymer-supported approach for solution-phase synthesis of cysteine trap protease inhibitors: Procedure for straightforward optimization of the P1-P1′ pocket
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Yadav-Bhatnagar N, Desjonqueres N, Mauger J: Polymer-supported approach for solution-phase synthesis of cysteine trap protease inhibitors: Procedure for straightforward optimization of the P1-P1′ pocket. J Combinatorial Chem (2002) 4:49-55.
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(2002)
J Combinatorial Chem
, vol.4
, pp. 49-55
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Yadav-Bhatnagar, N.1
Desjonqueres, N.2
Mauger, J.3
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17
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85047678433
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Parallel solution-phase synthesis of functionalised bicyclo[2.2.2]octanes: Generation of a library using orchestrated multi-step sequences of polymer-supported reagents and sequesterants
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Ley SV, Massi A: Parallel solution-phase synthesis of functionalised bicyclo[2.2.2]octanes: Generation of a library using orchestrated multi-step sequences of polymer-supported reagents and sequesterants. J Chem Soc Perkin Trans 1 (2000):3645-3654. This communication details a divergent multi-step solution-phase approach for the synthesis of bicyclo-[2.2.2]octane libraries.
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(2000)
J Chem Soc Perkin Trans 1
, pp. 3645-3654
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Ley, S.V.1
Massi, A.2
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18
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0004389718
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High loading cellulose based poly(alkenyl) resins for resin capture applications in halogenation reactions
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Chesney A, Steel PG, Stonehouse DF: High loading cellulose based poly(alkenyl) resins for resin capture applications in halogenation reactions. J Combinatorial Chem (2000) 2:434-437. Cellulose-based resins are demonstrated to have high solvent compatibility in reactant sequestration.
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(2000)
J Combinatorial Chem
, vol.2
, pp. 434-437
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Chesney, A.1
Steel, P.G.2
Stonehouse, D.F.3
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19
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0034622296
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A convenient and scaleable procedure for removing the Fmoc group in solution
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Sheppeck JE II, Kar H, Hong H: A convenient and scaleable procedure for removing the Fmoc group in solution. Tetrahedron Lett (2000) 41:5329-5333.
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(2000)
Tetrahedron Lett
, vol.41
, pp. 5329-5333
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Sheppeck J.E. II1
Kar, H.2
Hong, H.3
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20
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0001206381
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PEG-dichlorotriazine (PEG-DCT): A new soluble polymer-supported scavenger for alcohols, thiols, phosphines, and phosphine oxides
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Falchi A, Taddei M: PEG-dichlorotriazine (PEG-DCT): A new soluble polymer-supported scavenger for alcohols, thiols, phosphines, and phosphine oxides. Org Lett (2000) 2:3429-3431. A highly promiscuous PEG-bound trichlorotriazine is shown to be an efficient scavenger of nucleophiles.
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(2000)
Org Lett
, vol.2
, pp. 3429-3431
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Falchi, A.1
Taddei, M.2
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21
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0035859339
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3P=O with high-loading merrifield resin
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3P=O with high-loading merrifield resin. Org Lett (2001) 3:1869-1871. This paper describes a simple method for the sequestration of phosphine-oxides in acetone.
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(2001)
Org Lett
, vol.3
, pp. 1869-1871
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Lipshultz, B.H.1
Blomgren, P.A.2
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22
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0037578333
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Polymer-assisted solution phase synthesis of α-keto amides
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Sucholeiki I (Ed), Marcel Dekker Inc, New York, NY, USA
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Parlow JJ, Dice TA, South MS: Polymer-assisted solution phase synthesis of α-keto amides. In: High-Throughput Synthesis: Principles and Practices. Sucholeiki I (Ed), Marcel Dekker Inc, New York, NY, USA (2001):143-151.
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(2001)
High-Throughput Synthesis: Principles and Practices
, pp. 143-151
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Parlow, J.J.1
Dice, T.A.2
South, M.S.3
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23
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0034731530
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Separation of "light fluorous" reagents and catalysts by fluorous solid-phase extraction: Synthesis and study of a family of triarylphosphines bearing linear and branched fluorous tags
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Zhang Q, Luo Z, Curran DP: Separation of "light fluorous" reagents and catalysts by fluorous solid-phase extraction: Synthesis and study of a family of triarylphosphines bearing linear and branched fluorous tags. J Org Chem (2000) 65:8866-8873.
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(2000)
J Org Chem
, vol.65
, pp. 8866-8873
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Zhang, Q.1
Luo, Z.2
Curran, D.P.3
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24
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0034840718
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Fluorous reverse phase silica gel. A new tool for preparative separations in synthetic organic and organofluorine chemistry
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Curran DP: Fluorous reverse phase silica gel. A new tool for preparative separations in synthetic organic and organofluorine chemistry. Synlett (2001) 9:1488-1496. This paper describes the use of a novel fluorous reverse-phase silica gel to rapidly and efficiently separate fluorous-tagged substrates from their untagged counterparts.
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(2001)
Synlett
, vol.9
, pp. 1488-1496
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Curran, D.P.1
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25
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0034597990
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Selective sulfonylation of 1,2-diols and derivatives catalyzed by a recoverable fluorous tin oxide
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Bucher B, Curran DP: Selective sulfonylation of 1,2-diols and derivatives catalyzed by a recoverable fluorous tin oxide. Tetrahedron Lett (2000) 41:9617-9621.
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(2000)
Tetrahedron Lett
, vol.41
, pp. 9617-9621
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Bucher, B.1
Curran, D.P.2
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26
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0035477535
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A practical and green chemical process: Fluoroalkyldistannoxane-catalyzed biphasic transesterification
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Xiang J, Toyoshima S, Orita A, Otera J: A practical and green chemical process: Fluoroalkyldistannoxane-catalyzed biphasic transesterification. Angew Chem Int Ed (2001) 40:3670-3672.
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(2001)
Angew Chem Int Ed
, vol.40
, pp. 3670-3672
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Xiang, J.1
Toyoshima, S.2
Orita, A.3
Otera, J.4
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27
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0035053659
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Application of the fluorous biphase concept to palladium-catalyzed Suzuki couplings
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Schneider S, Bannwarth W: Application of the fluorous biphase concept to palladium-catalyzed Suzuki couplings. Helv Chim Acta (2001) 84:735-742.
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(2001)
Helv Chim Acta
, vol.84
, pp. 735-742
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Schneider, S.1
Bannwarth, W.2
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28
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0037185441
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Parallel fluorous biphasic synthesis of 3H-quinazolin-4-ones by an Aza-Wittig reaction employing perfluoroalkyl-tagged triphenylphosphine
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Barthélémy S, Schneider S, Bannwarth W: Parallel fluorous biphasic synthesis of 3H-quinazolin-4-ones by an Aza-Wittig reaction employing perfluoroalkyl-tagged triphenylphosphine. Tetrahedron Lett (2002) 43:807-810. A good example of using fluorous-tagged reagents to enable rapid removal of otherwise difficult to remove byproducts.
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(2002)
Tetrahedron Lett
, vol.43
, pp. 807-810
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Barthélémy, S.1
Schneider, S.2
Bannwarth, W.3
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29
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0035874698
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FBoc) carbamates: New amine protecting groups for use in fluorous synthesis
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FBoc) carbamates: New amine protecting groups for use in fluorous synthesis. J Org Chem (2001) 66:4261-4266. This paper describes the development and use of a novel fluorous Boc equivalent. Fluorous analogs of standard protecting groups represent a very effective fluorous tagging strategy. Following the definition of a good protecting group, the desired compound is tagged, and the tagging group can be added and removed easily under mild conditions.
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(2001)
J Org Chem
, vol.66
, pp. 4261-4266
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Luo, Z.1
Williams, J.2
Read, R.W.3
Curran, D.P.4
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30
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0000574855
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Fluorous oligosaccharide synthesis using a novel fluorous protective group
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Miura T, Hirose Y, Ohamae M, Inazu T: Fluorous oligosaccharide synthesis using a novel fluorous protective group. Org Lett (2001) 3:3947-3950. This paper demonstrates the use of fluorous-tagged substrates to enable very rapid purification of some intermediates in the synthesis of complex carbohydrates.
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(2001)
Org Lett
, vol.3
, pp. 3947-3950
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Miura, T.1
Hirose, Y.2
Ohamae, M.3
Inazu, T.4
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31
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0036160444
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Perfluoro-tagged benzyloxycarbonyl protecting group and its application in fluorous biphasic systems
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Schwinn D, Bannwarth W: Perfluoro-tagged benzyloxycarbonyl protecting group and its application in fluorous biphasic systems. Helv Chim Acta (2002) 85:255-264.
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(2002)
Helv Chim Acta
, vol.85
, pp. 255-264
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Schwinn, D.1
Bannwarth, W.2
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32
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0034605473
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Synthesis and biological evaluation of a focused mixture library of analogues of the antimitotic marine natural product curacin A
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Wipf P, Reeves JT, Balachandran R, Giuliano KA, Hamel E, Day BW: Synthesis and biological evaluation of a focused mixture library of analogues of the antimitotic marine natural product curacin A. J Am Chem Soc (2000) 122:9391-9395. This paper demonstrates an excellent use of fluorous tagging to purify combinatorial mixtures without the use of functional-group specific sequestrants or scavengers. Thus, it represents a completely orthogonal method of mixture purification.
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(2000)
J Am Chem Soc
, vol.122
, pp. 9391-9395
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Wipf, P.1
Reeves, J.T.2
Balachandran, R.3
Giuliano, K.A.4
Hamel, E.5
Day, B.W.6
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33
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0035803742
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"Cap-tag" - Novel methods for the rapid purification of oligosaccharides prepared by automated solid-phase synthesis
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Palmacci ER, Hewitt MC, Seeberger PH: "Cap-tag" - novel methods for the rapid purification of oligosaccharides prepared by automated solid-phase synthesis. Angew Chem Int Ed (2001) 40:4433-4437. This paper demonstrates the use of fluorous analogs of sequestration enabling reagents to facilitate automated synthesis of oligosaccharides. By capping unreacted substrates with fluorous groups, deletion impurities that would be difficult to separate by other means can be easily removed from the desired products using fluorous reverse-phase chromatography.
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(2001)
Angew Chem Int Ed
, vol.40
, pp. 4433-4437
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Palmacci, E.R.1
Hewitt, M.C.2
Seeberger, P.H.3
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34
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0034597495
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Parallel synthesis and purification using anthracene-tagged substrates
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Wang X, Parlow JJ, Porco JA: Parallel synthesis and purification using anthracene-tagged substrates. Org Lett (2000) 2:3509-3512.
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(2000)
Org Lett
, vol.2
, pp. 3509-3512
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Wang, X.1
Parlow, J.J.2
Porco, J.A.3
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35
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0000204199
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Polyaromatic scavenger reagents (PAHSR): A new methodology for rapid purification in solution-phase combinatorial synthesis
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Warmus JS, da Silva MI: Polyaromatic scavenger reagents (PAHSR): A new methodology for rapid purification in solution-phase combinatorial synthesis. Org Lett (2000) 2:1807-1809.
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(2000)
Org Lett
, vol.2
, pp. 1807-1809
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Warmus, J.S.1
Da Silva, M.I.2
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36
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0034219844
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Solid-phase synthesis of tetrasubstituted pyrazoles, novel ligands for the estrogen receptor
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Stauffer SR, Katzenellenbogen JA: Solid-phase synthesis of tetrasubstituted pyrazoles, novel ligands for the estrogen receptor. J Combinatorial Chem (2000) 2:318-329. This synthesis utilizes several hybrid solution-solid phase techniques, including resin capture-based purification of intermediates, multi-step solid phase chemistry, and the use of scavengers to purify the final products.
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(2000)
J Combinatorial Chem
, vol.2
, pp. 318-329
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Stauffer, S.R.1
Katzenellenbogen, J.A.2
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37
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0034324637
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A method for the rapid synthesis of benzopyrone libraries employing a resin capture strategy
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Bhat AS, Whetstone JL, Brueggemeier RW: A method for the rapid synthesis of benzopyrone libraries employing a resin capture strategy. J Combinatorial Chem (2000) 2:597-599.
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(2000)
J Combinatorial Chem
, vol.2
, pp. 597-599
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Bhat, A.S.1
Whetstone, J.L.2
Brueggemeier, R.W.3
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38
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0034323513
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Oxazoline synthesis from hydroxyamides by resin capture and ring-forming release
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Pirrung MC, Tumey LN: Oxazoline synthesis from hydroxyamides by resin capture and ring-forming release. J Combinatorial Chem (2000) 2:675-680.
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(2000)
J Combinatorial Chem
, vol.2
, pp. 675-680
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Pirrung, M.C.1
Tumey, L.N.2
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39
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0035235179
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A novel solid-phase approach to 2,4-diaminothiazoles
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Baer R, Masquelin T: A novel solid-phase approach to 2,4-diaminothiazoles. J Combinatorial Chem (2001) 3:16-19. This study demonstrates a solid-phase linker that serves the dual purpose of anchoring the substrate to the solid phase and scavenging excess reagents in solution after the desired compound is released. This dual-use resin strategy is both novel and elegant.
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(2001)
J Combinatorial Chem
, vol.3
, pp. 16-19
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Baer, R.1
Masquelin, T.2
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40
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0035821046
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Application of the 'resin-capture-release' methodology to macrocyclisation via intramolecular Suzuki-Miyara coupling
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Lobrégat V, Alcaraz G, Bienaymé H, Vaultier M: Application of the 'resin-capture-release' methodology to macrocyclisation via intramolecular Suzuki-Miyara coupling. Chem Commun (2001):817-818. This paper demonstrates the advantage of using the site isolation of the solid phase to affect otherwise difficult cyclization reactions. The cyclization precursors are effectively under infinite dilution conditions when anchored to a solid support.
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(2001)
Chem Commun
, pp. 817-818
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Lobrégat, V.1
Alcaraz, G.2
Bienaymé, H.3
Vaultier, M.4
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41
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0035977260
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A concise and traceless linker strategy toward combinatorial libraries of 2,6,9-substituted purines
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Ding S, Gray NS, Ding Q, Schultz PG: A concise and traceless linker strategy toward combinatorial libraries of 2,6,9-substituted purines. J Org Chem (2001) 66:8273-8276.
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(2001)
J Org Chem
, vol.66
, pp. 8273-8276
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Ding, S.1
Gray, N.S.2
Ding, Q.3
Schultz, P.G.4
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42
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0036518392
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Resin-capture and release strategy toward combinatorial libraries of 2,6,9-substituted purines
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Ding S, Gray NS, Ding Q, Wu X, Schultz PG: Resin-capture and release strategy toward combinatorial libraries of 2,6,9-substituted purines. J Combinatorial Chem (2002) 4:183-186
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(2002)
J Combinatorial Chem
, vol.4
, pp. 183-186
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Ding, S.1
Gray, N.S.2
Ding, Q.3
Wu, X.4
Schultz, P.G.5
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