Reduction Of Carbon-carbon Bonds Research Articles

ChemInform Abstract: Synthesis of Pyrazole‐ and Thiazole‐Annulated 3‐R‐1,5‐Dinitro‐3‐azabicyclo[3.3.1]nonanes.

The previously unknown 3-R-1,5-dinitro-3-azabicyclo[3.3.1]nonanes fused to the pyrazole or thiazole rings were synthesized by the reductive cyclization of m-dinitroindazoles and benzothiazoles. The method is based on the reduction of carbon-carbon bonds in the benzene ring, which are activated by the meta-nitro groups, with NaBH4 followed by the Mannich reaction with formaldehyde and primary amines.

Synthesis of pyrazole- and thiazole-annulated 3-R-1,5-dinitro-3-azabicyclo[3.3.1]nonanes

The previously unknown 3-R-1,5-dinitro-3-azabicyclo[3.3.1]nonanes fused to the pyrazole or thiazole rings were synthesized by the reductive cyclization of m-dinitroindazoles and benzothiazoles. The method is based on the reduction of carbon-carbon bonds in the benzene ring, which are activated by the meta-nitro groups, with NaBH4 followed by the Mannich reaction with formaldehyde and primary amines.

Principles of asymmetric synthesis

Introduction. Why we do asymmetric synthesis. What is an asymmetric synthesis? Stereoselectivity: intraligand vs. interligand asymmetric induction. Selectivity: kinetic and thermodynamic control. Single and double asymmetric induction. Glossary of stereochemical terms. References. Analytical Methods. The importance of analysis, and which method to choose. Polarimetry, the old fashioned way. Nuclear magnetic resonance. Chromatography. Summary. References. Enolate, Azaenolate, and Organolithium Alkylations. Enolates and azaenolates. Chiral organolithiums. References. 1,2 and 1,4 Additions to Carbonyls. Cram's rule: open-chain model. Cram's rule: rigid, chelate, or cyclic model. Additions using chiral catalysts or chiral nucleophiles. Conjugate additions. References. Aldol and Michael Additions of Allyls and Enolates. 1,2-Additions of allyl metals and metalloids. Aldol additions. Michael additions. References. Rearrangements and Cycloadditions. Rearrangements. Cycloadditions. References. Reductions and Hydroborations. Reduction of carbon-heteroatom double bonds. Reduction of carbon-carbon bonds. Hydroborations. References. Oxidations. Introduction and scope. Epoxidation and related reactions. Dihydroxylations. Oxidation of enolates and enol ethers. Miscellaneous oxidations. References. Index.