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Showing papers in "Synthetic Communications in 1972"


Journal ArticleDOI
TL;DR: The use of ammonium salts rather than metal salts has been shown to increase the rate of carboxylate ester reactions as discussed by the authors, especially when highly active alkyl halides are employed.

41 citations


Journal ArticleDOI
TL;DR: In this paper, C-Acylamino acid, especially aroyamino acid is a key and still currently interest compound for the pharmaceutical intermediate in which β-arylserine prepared by the reduction in an example would be physiologically important.

30 citations


Journal ArticleDOI
TL;DR: In this article, the introduction of a propargyl group by alkylation of a properly substituted cyclohexanone was investigated and the result of this study is the subject of this communication.

30 citations


Journal ArticleDOI
TL;DR: Stetter and Tillmans as mentioned in this paper prepared 2-cyanoadamantane in a three-step synthesis, starting from adamantanone, and the overall yield was 56% by hydrolysis of this cyanoad amantane a new and profitable synthetic route to adamantane-2-carboxylic acid was opened

27 citations


Journal ArticleDOI
TL;DR: In this article, a wild, non-hydrolytic method for acid transformation under conditions which other acid or base sensitive functional groups would survive was proposed. But this method was not suitable for acid cleavage.

26 citations


Journal ArticleDOI
TL;DR: In this paper, the ficile synthesis of 4-hydroxy-3-(hydroxymethyl)butyl derivatives of the nucleobases is described, which are characterized by the special feature that they incorporate two hydroxyl functions in a relationship corresponding to the 3-and 5-hydroxyl groups of the 2-deodyribose Doiety.

26 citations


Journal ArticleDOI
TL;DR: In this article, the authors make use of organically trivalent phosphorous compounds such as trialkyl phosphites to generate acetic anhydride and peptide linkages.

24 citations


Journal ArticleDOI
TL;DR: In this article, a simple stereospecific synthesis of cis,cis-mucononitrile and its derivatives in hig hyields is described, based on the oxidation of o-phenylenediamine derivatives with molecular oxygen catalyzed by cuprous salts.

23 citations


Journal ArticleDOI
TL;DR: In this paper, a modification of the Curtius degradation is reported, which facilely affords high yields of isocyanates from acid chlorides or anhydrides under single-pot conditions.

21 citations


Journal ArticleDOI
TL;DR: In this paper, the synthesis of 6-methoxyinde-nones is effected by substitution dara to methoxyl function, which is a modification of the usual electrophilic cyclization meta.

19 citations


Journal ArticleDOI
TL;DR: In this article, a facile synthesis of α-diazo-β-hydroxy ketones and esters by the condensation of aldehydes or ketones with acyldiazomethanes was reported.

Journal ArticleDOI
TL;DR: In this article, the synthesis of isopropentyl formate was discussed and the authors mentioned its high formylating cape city, especially when neutral conditions are needed. This characteristic should make it an interesting reagant.

Journal ArticleDOI
TL;DR: In the general centaxt of examining a variety of organic reactions which probably proceed via cyclic transition stares, this paper predicted that the aniens produced by the action of appropriate bases on allylic esters(I) would undergo intramolecular rearrangement to form the iscmeric carboxylate anions (III).

Journal ArticleDOI
TL;DR: In this article, the rearrangement of N-benzoyl2-pyrrolidone(1) to 2-phenylpyrroline (2) provided us with an imaginative heuristic upon which some novel entries into the pyrrolidine and piperdine alkaloids was based.

Journal ArticleDOI
TL;DR: A new and repid synthesis is developed for the preparation of a-phenylglycine by using α-Lithiobenzylisocyande4 to prepare 11C-labelled amino acids.

Journal ArticleDOI
TL;DR: In organic synthesis, oxygen-functionalized carbon compounds (in various oxidation states) are by far the most common intermediates due to their versatility in carbon-carbon bond formation as discussed by the authors.

Journal ArticleDOI
TL;DR: Oppenauer oxidation constitutes a mild, often selective, procedure for the conversion of alcohols to aldehydes or ketones as mentioned in this paper, and in many instances a ketone higher boiling than acetone must be used to facilitate the reaction.

Journal ArticleDOI
TL;DR: In this article, a one-pot procedure for 2-adamantane carboxylic acid (IV) was proposed, where the enol ether was converted to the aldehyde and the latter to give 2-adanabtabe carvixtkuc acud (IV).

Journal ArticleDOI
TL;DR: In this article, a new method of esterification of carboxylic acid with alkyl halide using the Cu2o-base system was described, using isonitrile and pypridine as the base component.

Journal ArticleDOI
TL;DR: In this article, a cyclopropane synthesis in which a copper carbenoid complex was formed in the reaction of α-monochloro-carbonyl or nitrile with the cu2Ol-isonitrile complex was subjected to the reaction with an electron defecient olefin was reported.

Journal ArticleDOI
TL;DR: In this article, the cyclizaton of m-tolylpropionic acid or its chloride was investigated as a better method for the preparation of 7-methylindanone.

Journal ArticleDOI
TL;DR: In this article, a two-step entry into the pentacyclic Aspidosperma alkaloid skeleton is on hand, and the cyclization behavior of the vinylogous imide lb, prepared by the dicyclohexylcarbodiimide-induced acylation of 3-acetyl-1, 4, 5, 6-tetrahydropyridine4 with indoleacetic acid, is tested.

Journal ArticleDOI
TL;DR: In this article, the Friedel-Crafts type of procedure was used for the synthesis of ferruginol and xanthoperol, and the results showed considerable promise of providing a general synthetic route for diterpenes, steroids, triterbenes, and tetraterpenes.

Journal ArticleDOI
TL;DR: In this paper, the authors present two techniques, namely, oxidation by ceric ammonium nitrate and by dinitrogen tetroxide, which satisfy the criteria of generality, manipulative simplicity, and the realisation of high yields of pure products within a reasonable reaction time.

Journal ArticleDOI
TL;DR: This article reported that 8-oxoheptafulvene reacts with monocyclic tropones to from adducts containing a novel norcaradiene and cycloheptatriene moieties according to apparent 8 + 2 cycloaddition process.

Journal ArticleDOI
TL;DR: In all preparatively useful experiments, the thiophene ring was converted into an acylic saturated butane fragment as mentioned in this paper. But this was performed using a variety of Raney niekel catalysts.

Journal ArticleDOI
TL;DR: The 1,2-diazocine is even less accessible although Maier and co-workers have prepared the diazocines (3,5,6) as outlined in Scheme 1.2.

Journal ArticleDOI
TL;DR: In this article, an optically active (+)-lactone 2b (R[dbnd]CH3) was obtained for the trichothecane group of sesquiterpenoid mold metabolites.

Journal ArticleDOI
TL;DR: In this paper, a new and versatile synthesis of the known quinolizidine derivative was reported by a procedure which can easily be extended to the preparation of analogs and homologs.

Journal ArticleDOI
TL;DR: In this article, the synthesis of α-bisethynyl compounds, IV and VIII, and cyclic conjugated diacetylenes, V and IX, was performed according to Scheme 1.