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Showing papers in "Tetrahedron Letters in 1986"


Journal ArticleDOI
TL;DR: In this paper, four different types of organic reactions have been studied and seven different organic compounds have been prepared, under pressure in a microwave oven, and considerable rate increases have been observed.

1,509 citations


Journal ArticleDOI
TL;DR: In this article, commercial microwave ovens have been safely used to dramatically reduce the reaction times (at comparable yield) of Diels-Alder, Claisen, and ene reactions.

1,028 citations


Journal ArticleDOI
TL;DR: In this paper, the treatment of Cl2ZrCp2 with 2 equiv of alkylmetals (RM) containing Li or Mg, e.g., n-BuLi, in THF produces organozirconium species that act as sources of ZrC p2, the latter product being a convenient reagent for preparing zirconacycles.

514 citations


Journal ArticleDOI
TL;DR: In this paper, the reaction conditions of pyrrole and an aromatic aldehyde at room temperature affords the corresponding tetraarylporphyrinogen in high yield at thermodynamic equilibrium.

282 citations


Journal ArticleDOI
TL;DR: A new cyclodepsipeptide comprised of three amino acids, and an oxy-trimethyl-nonanoyl group, has been characterized which has antifungal and anthelminthic bioactivity.

272 citations


Journal ArticleDOI
TL;DR: Optically active ferrocenylphosphines containing a functional group on the side chain were effective as ligands for the palladium-catalyzed asymmetric allylic alkylation of 1,3-disubstituted allyl acetates such as l, 3-diphenyl-3-acetoxy-l-propene with sodium acetylacetonate and related soft carbon nucleophiles to give the alylation products of up to 92% ee.

221 citations


Journal ArticleDOI
TL;DR: In the presence of TMSCl, the conjugate addition of organocuprates to various α, β-unsaturated esters, amides, ketones and nitriles is greatly improved.

211 citations


Journal ArticleDOI
TL;DR: Allosamidin(1), a novel insect chitinase inhibitor, was isolated from the mycelium of Streptomyces sp.

208 citations


Journal ArticleDOI
TL;DR: Copper-catalyzed conjugate addition of the Grignard reagents in the presence of Me 3 SiCl and HMPA proceeds in much higher yield than the reaction of conventional organocopper reagents and shows very good regio-, stereo-, and chemoselectivities.

201 citations


Journal ArticleDOI
TL;DR: Nucleoside H-Phosphonates are used directly in the synthesis of H-phosphonate linked deoxyoligonucleotides in a rapid and simplified procedure.

193 citations


Journal ArticleDOI
TL;DR: In this paper, a rapid synthesis of oligodeoxyribonucleotides on solid support is described via coupling of the deoxyribonside 3′-H-phosphonates in the presence of various condensing reagents.

Journal ArticleDOI
TL;DR: Chlorotrimethylsilane, particularly if combined with hexamethylphosphoric triamide or 4-dimethylaminopyridine, strongly promote the conjugate addition of stoichiometric organocopper reagents.

Journal ArticleDOI
Brian C. Froehler1
TL;DR: Polymer bound deoxynucleoside H-phosphonate diesters are used as precursors to phosphoramidate, thiophosphate and phosphate triester analogues of DNA.

Journal ArticleDOI
TL;DR: In this article, the diastereoseiective reduction of a range of acyclic β-hydroxy ketones with triacetoxyborohydride is described.

Journal ArticleDOI
TL;DR: Phenols can be selectively deoxygenated by reduction of the corresponding aryl triflates with triethylammonium formate in the presence of a homogeneous palladium catalyst as discussed by the authors.

Journal ArticleDOI
TL;DR: N-Fluoropyridinium triflate and its derivatives, stable and nonhygroscopic crystals, were found to be widely applicable reagents for mild and selective fluorination of a variety of organic compounds as mentioned in this paper.

Journal ArticleDOI
TL;DR: Aldehydic compounds with one or more protected hydroxyl groups are effectively oxidized with KMnO4 to the corresponding carboxylic acids using a mixture of t -BuOH and aqueous NaH2PO4 as a reaction medium as mentioned in this paper.

Journal ArticleDOI
TL;DR: In this paper, alcohols are converted into unsubstituted carbamates by treatment with trichloroacetyl isocyanate followed by hydrolysis on Al 2 O 3.

Journal ArticleDOI
TL;DR: In this article, the authors treated carbohydrate acetals and dithioacetals with a dilute solution of iodine in methanol and provided a simple, convenient, and high yielding process for cleavage of the acetal functions.

Journal ArticleDOI
TL;DR: In this paper, simple Hammett studies, hydrogen isotope effects, and attempted preparation of proposed transient intermediates are used to probe the mechanism of oxidation of alcohols by 2,2,6,6-tetramethylpiperidine nitrosonium ion.

Journal ArticleDOI
TL;DR: In this paper, a distannoxane-catalyzed transesterification reaction has been developed which affords various types of esters under very mild conditions and is applied to the stereo and regioselective synthesis of trisubstituted α,β-unsaturated carboxylic acids.

Journal ArticleDOI
TL;DR: In this paper, the vinyl radicals 2a, 2b and 11 each undergo fast exo ring closure to give 5a, 5b, and 12, the first two of which readily rearrange to ringexpanded radicals.

Journal ArticleDOI
TL;DR: In this paper, a cross-coupling of carbonyl compounds with (α,β-unsaturated esters by SmI2 to?-lactones was highly accelerated by the addition of hexamethylphosphoric triamide (HMPA).

Journal ArticleDOI
TL;DR: The title compound, easily prepared in two steps from vinyltrimethylsilane, is a useful reagent for the protection of primary and secondary amines as their sulfonamides, which are cleaved by fluoride ion as mentioned in this paper.

Journal ArticleDOI
TL;DR: Gel electrophoresis and U.V. spectroscopy showed that DNA binds to the surfaces of both small unilamellar vesicles and micelles coated with trisammonium or acridinyl-trisammerium head groups as discussed by the authors.

Journal ArticleDOI
TL;DR: In this paper, various aryl triflates derived from phenols were converted into amides in good yields by a palladium-catalyzed reaction with carbon monoxide and alcohols or amines.

Journal ArticleDOI
TL;DR: The reactions of trialkylboranes or B-alkyl-9-BBN with aryl and 1-alkenyl halides take place readily in the presence of PdCl2(dppf) and sodium hydroxide or methoxide to afford alkylated arenes and alkenes in excellent yields as discussed by the authors.

Journal ArticleDOI
TL;DR: In this paper, an enantlospecific hydrolysis of (±)-chloroethyl-2-(6methoxy-2-naphthyl) propionate was performed by the lipase of Candida cylindracea.

Journal ArticleDOI
TL;DR: In this article, the ratio of methylenecyclopentane to methylene-clohexane derivatives observed in the vinyl radical cyclization increases with the concentration of substrate and tin hydride, which is interpreted to mean that these cyclizations are under thermodynamic control at low concentrations.

Journal ArticleDOI
TL;DR: In this paper, a wide variety of products may be obtained at pressures of 5 kbar or less whereas most of the reactions do not occur at atmospheric pressure and are catalysed by tertiary amines and are very sensitive to pressure.