Organocatalytic Asymmetric Synthesis of Six‐Membered Carbocycle‐Based Spiro Compounds

• Published in: Advanced synthesis & catalysis Vol. 360; no. 2; pp. 194 - 228
• Main Authors: Xie, Xin, Huang, Wei, Peng, Cheng, Han, Bo
• Format: Journal Article
• Language: English
• Published: Heidelberg Wiley Subscription Services, Inc 17-01-2018
• Subjects: asymmetric synthesis; Asymmetry; Chemical synthesis; domino reactions; Lead compounds; Natural products; Organic chemistry; organocatalysis; six-membered carbocycles; Spiro compounds
• ISSN: 1615-4150; 1615-4169
• DOI: 10.1002/adsc.201700927

Well‐developed asymmetric organocatalysis has been widely incorporated in various cascade/tandem sequences, providing a simple access to structurally complex target molecules in a highly stereoselective fashion, including spirocyclic compounds. Among all types of spirocyclic skeletons, those containing a six‐membered carbocyclic ring are recognized as an important core framework with up to six consecutive stereogenic centers and this motif is commonly found in many natural products, biologically active molecules and lead compounds. This review describes the asymmetric synthesis of spirocyclic compounds containing six‐membered carbocycles using small organic molecules as catalysts.