The racemic modification of the Aspidosperma alkaloid limaspermidine (1) has been prepared in ten steps including one involving a Raneycobalt-mediated tandem reductive cyclization of nitrile 8 to give the tetracyclic sys...
A new photoinduced interconversion of four naturally occurring 19-nor-7,8-secolabdane diterpenoids was discovered and analyzed. The photochemical mechanism, intramolecular diradical rearrangement reaction, was investigat...
Transannular O-heterocyclization is applied as a key step in a total synthesis. This highly stereoselective and metal-free transformation introduces four stereocenters in one step. It was chosen to be the pivotal step in...
An efficient synthesis of the C13-C29 fragment of amphidinolide N is described. The synthesis relies on a new strategy involving Pd-catalyzed asymmetric allylic alkylation to generate diastereoselectively the cis- or tra...
An efficient synthetic method of functionalized naphthalenes having hydrogen, alkyl, alkenyl, aryl, or heteroaryl groups on the 4-position and ethoxycarbonyl group on the 2-position was developed through selective Pt-cat...
A novel cascade cyclization of ethyl glyoxalate and amines proceeds in the presence of Pd(TFA)(2) (5 mol %) to give the cyclic dehydro-a-amino acid derivatives. This method provides a fast and simple access to highly sub...
A new thiophene building block, containing both a stannyl group and a boronic ester, was prepared. From this starting material, a general, nucleophile-selective one-pot reaction was developed, exploiting the different re...
A new cysteine anchoring method was developed for the synthesis of peptides containing C-terminal cysteine methyl esters. This method consists of attachment of Fmoc-Cys-OCH3 to either 2-ClTrt-Cl or Trt-Cl resins (via the...
The first heteroatom-based dienophile cycloadditions to cross-conjugated alkenes ([n]dendralenes) are reported. Nitroso-dienophiles undergo smooth single and double Diels-Alder additions to the parent dendralenes with or...
We have prepared two different subphthalocyanine conjugates by linking these macrocycles either to an electron-accepting perylene diimide or to an electron-donating phenothiazine through a single B-N covalent bond. The s...
Two new BODIPY derivative molecules decorated by a Lewis acidic BMes(2)(vinyl) group and a photochromic four-coordinate boryl chromophore, respectively, have been synthesized. Significant mutual influence on photophysica...
Application of a tandem Knoevenagel/6 pi-electrocyclization sequence is able to produce highly substituted pyranopyridones from moderate to high yields in a one-step reaction. High diasteroselectivity is observed in some...
A pair of enantiomers (la and 1b) of an indole alkaloid containing dihydrothiopyran and 1,2,4-thiadiazole rings was isolated from an aqueous extract of the root of Isatis indigotica. The structures and absolute configura...
(S)-4-Isopropyl-1-phenyltetrahydropyrimidin-2(1H)-one was synthesized and evaluated as a chiral auxiliary for asymmetric acetate and propionate aldol reactions, by generation of titanium and lithium enolates, affording e...
3,3-Difluoro-2-oxindoles can be obtained directly from indoles in moderate yields via electrophilic fluorination using N-fluorobenzenesulfonimide as a mild fluorinating reagent. The presence of tell-butyl hydroperoxide d...
A convenient procedure has been developed for the preparation of synthetically useful, room-temperature-stable aryllithiums starting from aryl chlorides and lithium metal. The method provides a route to aryllithiums whic...