Cycloadditions in the total synthesis of sporolide B.
Closing rings: A recent total synthesis of sporolide B by the Nicolaou group is highlighted by two advantageous cycloadditions. Firstly, a regioselective [2+2+2] cycloaddition of highly elaborate substrates assembles the halogenated aromatic ring and subsequently an ortho-quinone [4+2] cyclization closes stereoselectively the dioxane-containing macrocycle. These approaches should be considered in complex target syntheses.
Li
Pengfei
P
Institut für Organische Chemie, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany.
Menche
Dirk
D
D039903:Actinobacteria / Q000737:chemistry; D003500:Cyclization; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D018942:Macrolides; C509191:sporolide A