Synthetic studies towards (-)-lemonomycin, synthesis of fused tetracycles was written by Couturier, Cedric;Schlama, Thierry;Zhu, Jieping. And the article was included in Synlett in 2006.Category: quinuclidine This article mentions the following:
The asym. synthesis of 1,3-lactol-bridged tetrahydroisoquinolines I [R = SiMe2CMe3, CH2Ph; R1 = CH2CH(CO2Me)2; R2 = CO2CH2Ph] was developed. Subsequent cyclizations of I (R = SiMe2CMe3, CH2Ph) under acidic conditions lead to the formation of a tricyclic enamides II [R = SiMe2CMe3, CH2Ph; R1 = CH2CH(CO2Me)2; R2 = CO2CH2Ph]. II [R = CH2Ph, R1 = CH2CH(CO2Me)2, R2 = CO2CH2Ph] was in turn converted to a tetracyclic compound III. In the experiment, the researchers used many compounds, for example, (1S,2S,4S,5R)-2-((R)-(Allyloxy)(quinolin-4-yl)methyl)-1-(anthracen-9-ylmethyl)-5-vinylquinuclidin-1-ium bromide (cas: 200132-54-3Category: quinuclidine).
(1S,2S,4S,5R)-2-((R)-(Allyloxy)(quinolin-4-yl)methyl)-1-(anthracen-9-ylmethyl)-5-vinylquinuclidin-1-ium bromide (cas: 200132-54-3) belongs to quinuclidine derivatives. The development of synthetic approaches for efficient construction of novel quinuclidine derivatives is of great significance. Traditionally, quinuclidine scaffolds can be constructed by second-order nucleophilic substitution (SN2) reaction or condensation reaction of piperidine derivatives. However, most of these reactions are racemic or chiral auxiliary-assisted processes.Category: quinuclidine
Referemce:
Quinuclidine – Wikipedia,
Quinuclidine | C7H13N | ChemSpider