79563-27-2Relevant academic research and scientific papers
Stereocontrolled Syntheses of Seven-Membered Carbocycles by Tandem Allene Aziridination/[4+3] Reaction
Gerstner, Nels C.,Adams, Christopher S.,Tretbar, Maik,Schomaker, Jennifer M.
, p. 13240 - 13243 (2016)
A tandem allene aziridination/[4+3]/reduction sequence converts simple homoallenic sulfamates into densely functionalized aminated cycloheptenes, where the relative stereochemistry at five contiguous asymmetric centers can be controlled through the choice
Nickel-Catalyzed Asymmetric Kumada Cross-Coupling of Symmetric Cyclic Sulfates
Eno, Meredith S.,Lu, Alexander,Morken, James P.
supporting information, p. 7824 - 7827 (2016/07/11)
Nickel-catalyzed enantioselective cross-couplings between symmetric cyclic sulfates and aromatic Grignard reagents are described. These reactions are effective with a broad range of substituted cyclic sulfates and deliver products with asymmetric tertiary carbon centers. Mechanistic experiments point to a stereoinvertive SN2-like oxidative addition of a nickel complex to the electrophilic substrate.
Asymmetric construction of two contiguous stereocenters by diastereoface differentiating addition reaction of thiols to chiral imides: Formal synthesis of (+)-diltiazem
Miyata, Okiko,Shinada, Tetsuro,Ninomiya, Ichiya,Naito, Takeaki
, p. 2421 - 2438 (2007/10/03)
A high degree of diastereoselectivity has been achieved on the asymmetric construction of two contiguous stereocenters by the conjugate addition of thiols to α,β-unsaturated imides possessing Evans's chiral auxiliary. Addition reactions of thiophenol to chiral E- and Z-2-methylcrotonyl imides 4 proceeded with high diastereoface selectivities. Diastereoselectivities were discussed when E- and Z-imides 4 and 5 were used as the substrates. A successful application was demonstrated by the formal synthesis of a clinically useful cardiac drug, (+)-diltiazem.
Enantioselective synthesis of a putative hexaketide intermediate in the biosynthesis of the squalestatins
Simpson, Thomas J.,Smith, Robert W.,Westaway, Susan M.,Willis, Christine L.,Buss, Antony D.,Cannell, Richard J. P.,Dawson, Michael J.,Rudd, Brian A. M.
, p. 5367 - 5370 (2007/10/03)
A convergent synthesis of (3R, 5Z, 8E, 10R)-3-hydroxy-8,10-dimethyl-11-phenylundec-5,8-dienoic acid 4, a putative hexaketide intermediate in the biosynthesis of the squalestatins, is described. A key step in the assembly of the carbon framework is the coupling of alkyne 19 with allylic bromide 13 giving, after further functional group manipulations, the target compound as a single diastereomer. The approach may be adapted for the preparation of the corresponding (3S, 5Z, 8E, 10R)-isomer as well as for the incorporation of carbon-13 labels required for biosynthetic studies.
Herpes ribonucleotide reductase inhibitors
-
, (2008/06/13)
Disclosed herein are compounds of the formula STR1 wherein R1 is hydrogen or (1-4C) alkyl, R2 is (1-4C) alkyl or a therapeutically acceptable salt thereof. The compounds are useful for treating herpes infections.
