The reaction of 3-hexylthiophene with Knochel-Hauser base (TMPMgCl center dot LiCl) induced the metalation at the 5-position of the thiophene ring selectively. Following addition of several aryl halides in the presence o...
Reissert-like alkenylation of azaaromatic compounds by the use of alkenylzirconocene chloride as a nucleophile was carried out in the presence of a stoichiometric amount of ClCO2Et. The regioselectivity of the nucleophil...
We have recently developed a simplified analog of aplysiatoxin with anti-proliferative activity (1). To investigate the structure activity relationship of its side chain, an alternative synthetic route of 1 has been esta...
Cyanovinyl-substituted 2H-cyclohepta[b]furan-2-ones 3, 4, 5 and 7 were prepared by the Wittig, Knoevenagel and electrophilic substitution reaction, respectively. The intramolecular charge-transfer (ICT) interactions betw...
A selenium oxide oxidation of hexahydro-1,5-imino-3-benzazocine-7,10-dione derivatives in several aliphatic alcohols to generate C-6 ether derivatives stereoselectively is described. This procedure shows promise for the ...
Diisopropylaminoborane (BH2-N(iPr)(2)) is prepared by reacting lithium diisopropylaminoborohydride (iPr-LAB) with trimethylsilyl chloride (TMSCI). Aliphatic, aromatic, and heteroaromatic (diisopropylamino)boranes are rea...
The reaction of prolinamine derivatives (8a,b) and dialkyl dicyanofumarates (1) in dichloromethane at room temperature leads to the optically active enamines (10). Whereas products (10) in the case of 1-benzyl prolinamin...
Asymmetric synthesis of cyclic beta-amino alcohols (pyrrolidine and piperidine derivatives) has been achieved using a chiral aziridine as the starting material. The key step of this synthetic methodology is regio- and st...
In a phytochemical and chemotaxonomical investigation of Castanopsis species (Fagaceae), new monomeric and dimeric ellagitannins, named carlesiins A (1) and B (2), were isolated from fresh leaves of Castanopsis carlesii ...
Lithiation of pyridines substituted in the 2- and 4-positions by acylaminomethyl groups, namely of the corresponding N-(pyridinylmethyl)pivalamides, N'-(pyridinylmethyl)-N,N-dimethylureas and tert-butyl N-pyridinylmethyl...
New [3+3] heterocyclization has been established for the synthesis of anti-tetrahydropyrimidine derivatives. The reaction was conducted by reacting readily available and inexpensive starting materials, such as 4-aryliden...
The design of novel natural product hybrids consisting of parts of two or more bioactive compounds may allow an access to new drugs. Here we describe the synthesis of 3, a hybrid of the cytotoxic acronycine (2) and seco-...
1-Methoxyindole-3-carbaldehyde is proved to be a versatile electrophile and reacts regioselectively at the 2-position with various types of nucleophiles providing 2-substituted indole-3-carbaldehydes.
A novel procedure for highly selective deprotection of methylene acetals and MOM (methoxymethyl) groups in the presence of ketal-type protective groups has been developed. The method, which utilizes a combination of TBSO...
Lithium amide-chiral bisoxazoline-catalyzed asymmetric intramolecular hydroamination was examined with respect to the structural variants of starting aminoalkenes. Substituents on the nitrogen and olefin of aminoalkenes ...