- New domino silyl enol ether reactions in the synthesis of a tetrodecamycin fragment
-
On heating in toluene at 180°C for four days the TMS enol ether 7 underwent a domino acid catalysed rearrangement, Diels-Alder cycloaddition and further rearrangement to give the bicyclic TMS enol ether 17, which was converted into a tetrodecamycin precur
- He, Jing,Tchabanenko, Kirill,Adlington, Robert M.,Cowley, Andrew R.,Baldwin, Jack E.
-
-
Read Online
- Synthetic ansamycins prepared by a ring-expanding Claisen rearrangement. Synthesis and biological evaluation of ring and conformational analogues of the Hsp90 molecular chaperone inhibitor geldanamycin
-
A series of ansa-quinones has been prepared by chemical synthesis, and evaluated by biological techniques. Thus, 19-membered ansa-lactams, simplified analogues of the naturally occurring Hsp90 molecular chaperone inhibitor geldanamycin, were obtained by concise routes, the key steps being the combination of a ring-closing metathesis to give a 17-membered ring followed by Claisen rearrangement to effect ring expansion. The methodology was also used to prepare an "unnatural" 18-membered ring analogue. In ATPase enzyme assays, the synthetic ansa-quinones were weak inhibitors of Hsp90. The Royal Society of Chemistry 2007.
- McErlean, Christopher S. P.,Proisy, Nicolas,Davis, Christopher J.,Boland, Nicola A.,Sharp, Swee Y.,Boxall, Kathy,Slawin, Alexandra M. Z.,Workman, Paul,Moody, Christopher J.
-
p. 531 - 546
(2008/03/27)
-
- Highly diastereoselective synthesis of vicinal quaternary and tertiary stereocenters using the iodo-aldol cyclization
-
The intramolecular iodo-aldol cyclization of α-substituted enoate aldehydes and ketones Is described. Using prochiral starting materials, the reaction produces hetero- and carbocycles containing quaternary centers adjacent to secondary or tertiary centers
- Douelle, Frederic,Capes, Amy S.,Greaney, Michael F.
-
p. 1931 - 1934
(2008/02/02)
-
- NAPHTHALENE-1,5-DISULFONIC ACID SALTS OF A SUBSTITUTED 4-AMINO-1-(PYRIDYLMETHYL)PIPERIDINE COMPOUND
-
This invention provides naphthalene-1,5-disulfonic acid salts of 4-{N-[7-(3-(S)-1-carbamoyl-1,1-diphenylmethyl)pyrrolidin-1-yl)hept-1-yl]-N-(isopropyl)amino}-1-(4-methoxypyrid-3-ylmethyl)piperidine, which salts are useful as muscarinic receptor antagonists. This invention is also directed to pharmaceutical compositions comprising these salt forms, methods of using these salt forms for treating medical conditions mediated by muscarinic receptors; and processes for preparing these salt forms.
- -
-
Page/Page column 35
(2010/02/11)
-
- SUBSTITUTED 4-AMINO-1-BENZYLPIPERIDINE COMPOUNDS
-
This invention provides 4-amino-1-benzylpiperidine and related compounds and pharmaceutically acceptable salts thereof which are useful as muscarinic receptor antagonists. This invention also provides pharmaceutical compositions containing such compounds; processes and intermediates useful for preparing such compounds; and methods for treating disease conditions mediated by muscarinic receptors, such as overactive bladder, irritable bowel syndrome, asthma and chronic obstructive pulmonary disease, using such compounds.
- -
-
-
- Intramolecular chromium(II)-catalyzed pinacol cross coupling of 2-methylene-α,ω-dicarbonyls
-
Using only 10% of CrCl2 as catalyst, manganese-powder as reducing agent and TMSC1 as scavenger, 2-methylene-α,ω-dialdehydes and -ketones can be coupled to form cyclic diols diastereoselectively. The diastereomeric excess strongly depends on the ring size and the substituents of the ω-carbonyl group. The greater the ring size the higher diastereoselectivities are observed. In all cases cis-diols are preferentially formed.
- Groth, Ulrich,Jung, Marc,Vogel, Till
-
p. 1054 - 1058
(2007/10/03)
-
- SUBSTITUTED 4-AMINO-1-(PYRIDYLMETHYL)PIPERIDINE AND RELATED COMPOUNDS
-
This invention provides 4-amino-1-(pyridylmethyl)piperidine and related compounds and pharmaceutically acceptable salts thereof which are useful as muscarinic receptor antagonists. This invention also provides pharmaceutical compositions containing such compounds; processes and intermediates useful for preparing such compounds; and methods for treating disease conditions mediated by muscarinic receptors, such as overactive bladder, irritable bowel syndrome and chronic obstructive pulmonary disease, using such compounds.
- -
-
-
- Useful Enantioselective Bicyclization Reactions Using an N-Protonated Chiral Oxazaborolidine as Catalyst
-
(Equation Presented) Nine examples are reported of enantioselective [4 + 2] cycloaddition reactions of achiral, acyclic substrates to form chiral bicyclo[4.3.0]-nonane or bicyclo[4.4.0]decane derivatives.
- Zhou, Gang,Hu, Qi-Ying,Corey
-
p. 3979 - 3982
(2007/10/03)
-
- Total syntheses of (S)-(-)-zearalenone and lasiodiplodin reveal superior metathesis activity of ruthenium carbene complexes with imidazol-2-ylidene ligands
-
Total syntheses of the bioactive orsellinic acid derivatives zearalenone 3 and lasiodiplodin 1 are reported based on a ring-closing metathesis (RCM) reaction of styrene precursors as the key steps. These and closely related macrocyclizations are catalyzed
- Furstner,Thiel,Kindler,Bartkowska
-
p. 7990 - 7995
(2007/10/03)
-
- Applications of organosulfur chemistry to organic synthesis: Total synthesis of (+)-himbeline and (+)-himbacine
-
Total syntheses of (+)-himbacine (1) and (+)-himbeline (2) are described. The synthesis involves the preparation of sulfone 38 and aldehyde 42 as single enantiomers followed by coupling of these compounds using a Julia-Lythgoe olefination. The preparation of sulfone 38 features an acid- promoted intramolecular Diels-Alder reaction of an α,β-unsaturated thioester while the synthesis of 42 features a Beak alkylation of piperidine 39.
- Hart, David J.,Li, Jing,Wu, Wen-Lian,Kozikowski, Alan P.
-
p. 5023 - 5033
(2007/10/03)
-
- Structural and Synthetic Studies of the Spore Germination Autoinhibitor Gloeosporone
-
Gloeosporone 1 is an autoinhibitor of spore germination that was recently isolated from conidia of Colletotrichum gloeosporioides.The structure initially proposed by Meyer et al. contained an unusual oxocane ring system (1a).A stereoselective synthesis of
- Schreiber, Stuart L.,Kelly, Sarah E.,Porco, John A.,Sammakia, Tarek,Suh, Edward M.
-
p. 6210 - 6218
(2007/10/02)
-
- OZONOLYTIC CLEAVAGE OF CYCLOALKENES TO TERMINALLY DIFFERENTIATED PRODUCTS
-
Conditions are reported which convert cycloalkenes to terminally differentiated product through the intermediacy of α-alkoxy hydroperoxides.
- Schreiber, Stuart L.,Claus, Ronald E.,Reagan, Jeff
-
p. 3867 - 3870
(2007/10/02)
-