Total synthesis of (+/-)-vertine with Z-selective RCM as a key step.
A concise total synthesis of the strained pentacyclic alkaloid (+/-)-Vertine has been achieved in eleven steps with the key steps being pelletierine condensation, Suzuki-Miyaura coupling, and ring-closing metathesis.
Chausset-Boissarie
Laetitia
L
Department of Organic Chemistry, University of Geneva, 30, quai Ernest Ansermet, CH-1211 Geneva, Switzerland.
Arvai
Roman
R
Cumming
Graham R
GR
Besnard
Céline
C
Kündig
E Peter
EP
D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D018360:Crystallography, X-Ray; D008958:Models, Molecular; D015394:Molecular Structure; D013237:Stereoisomerism
D000470:Alkaloids; C000519:cryogenine