Anionic Annulations in Organic Synthesis

Anionic Annulations in Organic Synthesis: A Versatile and Prolific Class of Ring-Forming Reactions is a comprehensive review of the best annulations for the construction of cyclic structures and their applications in the total synthesis of functional molecules. The reactions described in the work are particularly useful for the synthesis of polyoxygenated polycyclic compounds, including tetracyclines, angucyclines, uncialamycins, and lignans, among other compounds. Included in detail are the Hauser, Robinson, Sammes and Meyers annulations, all of which can be effectively used to construct substrates with complex molecular structures.

This work provides the tools to master anionic organic chemistry, ortho-lithiation, lateral lithaition/metalation and organic selectivity issues, like chemoselectivity, regioselectivity and stereoselectivity. This book is a valuable resource for organic chemists, researchers and students seeking a complete and detailed understanding of anionic annulations.

• Provides a comprehensive review of anionic cyclization for chemical construction of a variety of cyclic scaffolds involved in many kinds of biologically active natural products and pharmaceutical drugs
• Serves as a useful tool to academic and industrial researchers working on the synthesis of cyclic compounds as their targets
• Includes many examples of anionic annulations and practical information on how to use them in research and industry
• Features anionic annulations that are particularly useful for the synthesis of polyoxygenated polycyclic compounds, including tetracyclines, angucyclines, uncialamycins and lignans

Researchers and academicians in the area of synthetic organic chemistry. Secondary: graduate students in these same areas

1. Annulations: history and perspectives
   2. Hauser [4 + 2] annulation: Definition, history, mechanism, and types of phthalide donors and toluate donors
   3. Lateral lithiations
   4. [4+2] annulation of C3-nuclofugal phthalides (Hauser annulation) with
   5. [4+2] annulation of non-activated phthalides (Sammes annulation) with
   6. [4+2] annulation of homophthalic anhydrides (Tamura annulation) with
   7. [4+2] annulation of activated o-toluate/o-tolualdehyde donors (Hauser-Leusen annulation)
   8. [4+2] annulation with non-activated o-toluate donors (Staunton-Weinreb-Myers annulation)
   9. Comparative chemistry of anionic [4+2] benzannulations of phthalides and toluates
   10. Applications [4 + 2] anionic annulations in the total synthesis
   11. Miscellaneous anionic annulations
   12. Concluding remarks
   Appendix: Problems and exercises