Biomimetic total synthesis of (+/-)-pallavicinolide A.
Piecing it together: The first total synthesis of naturally occurring diterpene pallavicinolide A was achieved. Notable features are highlighted by three key biomimetic transformations: a base-promoted Grob fragmentation, a singlet oxygen oxidation, and an intramolecular Diels-Alder cycloaddition.
Dong
Jia-Qiang
JQ
Department of Chemistry, Centre of Novel Functional Molecules, Institute of Chinese Medicine and Institute of Molecular Technology for Drug Discovery and Synthesis, The Chinese University of Hong Kong, Shatin, New Territories, Hong Kong SAR, China.
Wong
Henry N C
HN
D040761:Biomimetic Materials / Q000138:chemical synthesis / Q000737:chemistry; D003500:Cyclization; D004224:Diterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D004224:Diterpenes; C540150:pallavicinolide A