Synthetic studies toward lapidilectine-type Kopsia alkaloids.
A rapid synthesis of the tetracyclic core of Kopsia indole alkaloids related to lapidilectine B, grandilodine C, and tenuisine A is reported. Key to the success of this route was an efficient and scalable Ugi four-component coupling to install all the necessary carbons found in the natural products.
Department of Chemistry, University of California, Berkeley, California 94720, USA.
Erica E
EE
Schultz
Brian G
BG
Pujanauski
Richmond
R
Sarpong
D000470:Alkaloids / Q000138:chemical synthesis*; D029062:Apocynaceae / Q000737:chemistry*; D026121:Indole Alkaloids / Q000138:chemical synthesis*; D007211:Indoles / Q000138:chemical synthesis*; D007769:Lactams / Q000138:chemical synthesis; D015394:Molecular Structure; D010084:Oxidation-Reduction; D013141:Spiro Compounds / Q000138:chemical synthesis; D013237:Stereoisomerism
D000470:Alkaloids; D026121:Indole Alkaloids; D007211:Indoles; D007769:Lactams; D013141:Spiro Compounds; C560044:grandilodine C; C437203:lapidilectine B; C571400:tenuisine A