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11.
Recently developed strategies for late stage modification of peptides through CH activation, an arena of contemporary interest in chemical biology and drug discovery, are discussed. Through this tactic, non-polar amino acids in peptides have been selectively functionalized and CH activation enabled new CC and CX bond formations (arylation, alkynylation, fluorination, hydroxylation, azidation, etc.) are documented. Significant advances have been made in Pd or Au-catalyzed, racemization-free, tryptophan specific modifications of large peptides via CH arylation and alkynylation reactions without any protecting group requirement. Development of a new biaryl stapling technique for complex peptides, 18F radiofluorine introduction and diversity oriented post synthetic applications on bio-active cyclopeptides like valinomycin and aureobasidin are additional highlights which underscores the vast potential of late stage CH activation reactions in peptide based therapeutics research. 相似文献
12.
Hybrid systems are constructs of different molecular entities, natural or unnatural, to generate functional molecules in which the characteristics of various components are modulated, amplified or give rise to entirely new properties. These hybrids can be designed from carefully selected components either through domain integration of key structural/functional features or via straightforward covalent linkages. Some of the recently reported hybrid systems based on steroid, carbohydrate, C60-fullerene platforms, amongst others, mainly crafted with the object of enhancement of the therapeutical spectrum, will be discussed. 相似文献
13.
[reaction: see text] 5-exo-Bicyclo[2.1.1]hexane derivatives with remote electron-withdrawing substituents exhibit very modest face selectivity during electrophilic additions due to interplay of several electronic factors. These experimental results have been probed through ab initio MESP maps, bond density calculations, and energetics involved in pre-reaction complexation. 相似文献
14.
Novel carbonium ion rearrangements of substituted 1,3-bishomocubanones & to tricyclo(4.2.0.03,8)octane and bicyclo(3.2.1)octane ring systems are reported. 相似文献
15.
Existence of bicyclo (4.2.0) octa-2,4-diene ? 1,3,5-cyclooctatriene type of valence isomerisation in a polycyclic propellane framework has been demonstrated through cycloaddition and thermolysis reactions. 相似文献
16.
[reaction: see text] A total synthesis of the complex, biologically active, dimeric natural product (+/-)-torreyanic acid, which is composed of seven rings and laced with dense, variegated oxy-functionalization, has been accomplished from readily available allyl-substituted p-benzoquinone 8. Our synthetic stratagem involves crafting an epoxyquinone monomer for use in a biomimetic cascade process involving tandem a 6pi electrocyclization and a Diels-Alder dimerization. 相似文献
17.
A total synthesis of the structure corresponding to the novel tricyclic diterpene guanacastepene C has been realized in which a Knoevenagel cyclization serves as a key step to annulate the six-membered C-ring on a stereochemically secured bicyclic hydroazulene precursor. 相似文献
18.
An enantioselective total synthesis of the novel natural product (+)-panepophenanthrin has been accomplished in which a biomimetic Diels-Alder dimerisation is a key step. The monomeric precursor 2 was assembled from the readily available Diels-Alder adduct of cyclopentadiene and p-benzoquinone through a short, simple sequence employing chemo- and stereoselective operations. 相似文献
19.
A conformationally locked fluoropentol undergoes an interesting transformation to (trans,anti,trans,anti,trans)-perhydro-2,3,4a,6,7,8a-naphthalenehexol essentially under conditions of base-induced transesterification. The proposed rationale for the observed metamorphosis involves a nucleophilic displacement of fluoride, and subsequent stereo- and regioselective anti-Fürst-Plattner-type ring-opening of the epoxide thus formed. 相似文献
20.
Goverdhan Mehta Shashikant R. Pujar Senaiar S. Ramesh Kabirul Islam 《Tetrahedron letters》2005,46(19):3373-3376
Short, simple and enantioselective syntheses of the natural product (+)-streptol, the non-peptide apoptosis inhibitor ent-RKTS-33 and the putative structure of ‘parasitenone’ have been accomplished from the readily available chiral building block. ‘Parasitenone’ has been shown to be identical with the known natural product epoxydon. 相似文献