초록 |
Owing to their distinct steric congestion and conformational restriction, the formation of quaternary center has been considered as a major challenge in organic synthesis. However, quaternary centers have demonstrated a substantial chemical and biological impact, enabling otherwise challenging chemistry. For example, large rate enhancements in cyclization reactions, or enhancement of both its activity and metabolic stability by the addition of quaternary centers to a drug candidate. When present in chiral ligands, catalysts, and auxiliaries, quaternary centers can even guide reactions toward both improved and unique regio-, stereo-, and/or enantioselectivity. With this, if a synthesis is designed such that each quaternary center is deliberately leveraged to simplify the construction of the next, then highly efficient, scalable and modular syntheses can result. This approach is illustrated using the conidiogenone family of terpenes as a representative case. |