Molybdenum-Mediated Reductive Hydroamination of Vinylcyclopropanes with Nitroarenes: Synthesis of Homoallylamines

A molybdenum-mediated reductive hydroamination of vinylcyclopropanes with nitroarenes has been developed. A broad range of substituted homoallylamines were prepared in good to excellent yields from readily available starting materials. No noble metal catalysts were used in this reaction, and Mo(CO)6 acted as both catalyst and reductant. This protocol provides an effective method for the selective synthesis of substituted homoallylamines from easily available nitroarenes

Molybdenum-Mediated Reductive Hydroamination of Vinylcyclopropanes with Nitroarenes: Synthesis of Homoallylamines

A molybdenum-mediated reductive hydroamination of vinylcyclopropanes with nitroarenes has been developed. A broad range of substituted homoallylamines were prepared in good to excellent yields from readily available starting materials. No noble metal catalysts were used in this reaction, and Mo(CO)6 acted as both catalyst and reductant. This protocol provides an effective method for the selective synthesis of substituted homoallylamines from easily available nitroarenes

Cooperative Cu/Pd-Catalyzed 1,5-Boroacylation of Cyclopropyl-Substituted Alkylidenecyclopropanes

A Cu/Pd-cocatalyzed 1,5-boroacylation of cyclopropyl-substituted ACPs with B2pin2 and acid chlorides has been developed. Using cyclopropyl-substituted ACPs as the starting material, a broad range of 1,5-boroacylated products with multiple functional groups was prepared in good yields with excellent regio- and stereoselectively. Both aromatic and aliphatic acid chlorides were tolerated in this reaction

Cooperative Cu/Pd-Catalyzed 1,5-Boroacylation of Cyclopropyl-Substituted Alkylidenecyclopropanes

A Cu/Pd-cocatalyzed 1,5-boroacylation of cyclopropyl-substituted ACPs with B2pin2 and acid chlorides has been developed. Using cyclopropyl-substituted ACPs as the starting material, a broad range of 1,5-boroacylated products with multiple functional groups was prepared in good yields with excellent regio- and stereoselectively. Both aromatic and aliphatic acid chlorides were tolerated in this reaction

Total Synthesis of (−)-FR901483

A total synthesis of the immunosuppressive alkaloid (−)-FR901483 (<b>1</b>) has been described. The intriguingly azatricyclic structure of <b>1</b> was constructed by the semipinacol-type rearrangement and intramolecular Schmidt reaction of an azido cyclohexanone derivative. This strategy provides a distinctive and competitive approach to the natural product <b>1</b>

Total Synthesis of (−)-FR901483

A total synthesis of the immunosuppressive alkaloid (−)-FR901483 (<b>1</b>) has been described. The intriguingly azatricyclic structure of <b>1</b> was constructed by the semipinacol-type rearrangement and intramolecular Schmidt reaction of an azido cyclohexanone derivative. This strategy provides a distinctive and competitive approach to the natural product <b>1</b>

Total Synthesis of (−)-FR901483

A total synthesis of the immunosuppressive alkaloid (−)-FR901483 (<b>1</b>) has been described. The intriguingly azatricyclic structure of <b>1</b> was constructed by the semipinacol-type rearrangement and intramolecular Schmidt reaction of an azido cyclohexanone derivative. This strategy provides a distinctive and competitive approach to the natural product <b>1</b>

Total Synthesis of (−)-FR901483

A total synthesis of the immunosuppressive alkaloid (−)-FR901483 (<b>1</b>) has been described. The intriguingly azatricyclic structure of <b>1</b> was constructed by the semipinacol-type rearrangement and intramolecular Schmidt reaction of an azido cyclohexanone derivative. This strategy provides a distinctive and competitive approach to the natural product <b>1</b>

Synthesis and Biological Evaluation of Kibdelone C and Its Simplified Derivatives

Poylcyclic tetrahydroxanthones comprise a large class of cytototoxic natural products. No mechanism of action has been described for any member of the family. We report the synthesis of kibdelone C and several simplified analogs. Both enantiomers of kibdeleone C show low nanomolar cytotoxicity toward multiple human cancer cell lines. Moreover, several simplified derivatives with improved chemical stability display higher activity than the natural product itself. In vitro studies rule out interaction with DNA or inhibition of topoisomerase, both of which are common modes of action for polycyclic aromatic compounds. However, celluar studies reveal that kibdelone C and its simplified derivatives disrupt the actin cytoseketon without directly binding actin or affecting its polymerization in vitro

Acid-Promoted Cyclization of α‑Azidobenzyl Ketones through CN Bond Formation: Synthesis of 6‑Substituted Quinoline Derivatives

An acid-promoted cyclization of α-azidobenzyl ketones has been developed for the synthesis of 6-substituted quinoline derivatives. A variety of synthetically useful 6-OTf or -OMs quinoline derivatives were obtained in moderate to good yields. The reaction proceeds via CN bond formation without organophosphine, providing convenient access to structurally interesting and synthetically important 6-substituted quinoline derivatives in moderate to good yields. A mechanistic perspective that is different from the traditional intramolecular Schmidt reaction has been proposed