A Concise Total Synthesis of (−)-Cylindricine C through a Stereoselective Intramolecular <i>Aza</i>-[3 + 3] Annulation Strategy

An enantioselective total synthesis of (−)-cylindricine C is described, featuring a diastereoselective intramolecular aza-[3 + 3] annulation strategy and an interesting halohydrin formation of the C4−5 olefin for construction of C4-ketone. This work provides a unique approach to this family of natural products

Stereoselective Ketal-Tethered Intramolecular Diels−Alder Cycloadditions. An Approach to the 2-Oxadecalin Spiroketal Core of Antifungal Agent Fusidilactone C

An approach toward the 2-oxadecalin spiroketal core of fusidilactone C via a rare ketal-tethered intramolecular Diels−Alder cycloaddition is described here. This intramolecular Diels−Alder cycloaddition is highly endo-selective and overall depended upon the nature of solvents and Lewis acids. We also observed some remarkable rate acceleration in MeOH

A Concise Total Synthesis of (−)-Cylindricine C through a Stereoselective Intramolecular <i>Aza</i>-[3 + 3] Annulation Strategy

An enantioselective total synthesis of (−)-cylindricine C is described, featuring a diastereoselective intramolecular aza-[3 + 3] annulation strategy and an interesting halohydrin formation of the C4−5 olefin for construction of C4-ketone. This work provides a unique approach to this family of natural products

A Concise Total Synthesis of (−)-Cylindricine C through a Stereoselective Intramolecular <i>Aza</i>-[3 + 3] Annulation Strategy

An enantioselective total synthesis of (−)-cylindricine C is described, featuring a diastereoselective intramolecular aza-[3 + 3] annulation strategy and an interesting halohydrin formation of the C4−5 olefin for construction of C4-ketone. This work provides a unique approach to this family of natural products

Stereoselective Ketal-Tethered Intramolecular Diels−Alder Cycloadditions. An Approach to the 2-Oxadecalin Spiroketal Core of Antifungal Agent Fusidilactone C

An approach toward the 2-oxadecalin spiroketal core of fusidilactone C via a rare ketal-tethered intramolecular Diels−Alder cycloaddition is described here. This intramolecular Diels−Alder cycloaddition is highly endo-selective and overall depended upon the nature of solvents and Lewis acids. We also observed some remarkable rate acceleration in MeOH

Stereoselective Ketal-Tethered Intramolecular Diels−Alder Cycloadditions. An Approach to the 2-Oxadecalin Spiroketal Core of Antifungal Agent Fusidilactone C

An approach toward the 2-oxadecalin spiroketal core of fusidilactone C via a rare ketal-tethered intramolecular Diels−Alder cycloaddition is described here. This intramolecular Diels−Alder cycloaddition is highly endo-selective and overall depended upon the nature of solvents and Lewis acids. We also observed some remarkable rate acceleration in MeOH

Surprisingly Efficient Catalytic Cr-Mediated Coupling Reactions

With use of 1 mol % of Cr catalyst 5, surprisingly efficient Cr-mediated couplings of aldehydes with various types of nucleophiles have been realized. The catalyst set of Cr catalyst 5 and Ni catalyst 4 is used for alkenylation, alkynylation, and arylation, whereas the catalyst set of Cr catalyst 5 and CoPc (cobalt phthalocyanine) is used for 2-haloallylation, alkylation, and propargylation. Only the Cr catalyst 5 is required for allylation. The reaction rates in DME and THF have been found significantly faster than that in MeCN

Formal [3 + 3] Cycloaddition Approach to Chromenes and Chromanes. Concise Total Syntheses of (±)-Rhododaurichromanic Acids A and B and Methyl (±)-Daurichromenic Ester

Total syntheses of (±)-rhododaurichromanic acids A and B and methyl (±)-daurichromenic ester are described here. Despite the complex appearances of these compounds, their syntheses are completed in six steps with a 15% overall yield as a mixture by featuring our formal oxa-[3 + 3] cycloaddition methodology

A Novel and Highly Stereoselective Approach to Aza-Spirocycles. A Short Total Synthesis of 2-<i>epi</i>-(±)-Perhydrohistrionicotoxin and an Unprecedented Decarboxylation of 2-Pyrones

A novel and highly stereoselective synthesis of aza-spirocycles is described. An application of this methodology is illustrated as a short and concise total synthesis of 2-epi-(±)-perhydrohistrionicotoxin with high diastereomeric control at the aza-spirocenter. An unprecedented decarboxylation of the 2-pyrone ring is observed in this total synthesis effort

A Novel and Highly Stereoselective Approach to Aza-Spirocycles. A Short Total Synthesis of 2-<i>epi</i>-(±)-Perhydrohistrionicotoxin and an Unprecedented Decarboxylation of 2-Pyrones

A novel and highly stereoselective synthesis of aza-spirocycles is described. An application of this methodology is illustrated as a short and concise total synthesis of 2-epi-(±)-perhydrohistrionicotoxin with high diastereomeric control at the aza-spirocenter. An unprecedented decarboxylation of the 2-pyrone ring is observed in this total synthesis effort