2005 •
Remote Asymmetric Induction in an Intramolecular Ionic Diels−Alder Reaction: Application to the Total Synthesis of (+)-Dihydrocompactin
Authors: Tarek, Sammakia, Deidre M, Johns, Ganghyeok, Kim, Martin A, Berliner
Venue: Journal of the American Chemical Society
Type: Publication
Abstract: The total synthesis of (+)-dihydrocompactin via an intramolecular ionic Diels-Alder reaction that proceeds with remote stereocontrol is described. This reaction proceeds by an intermediate vinyl-oxocarbenium ion (6), the conformational constraints of which lead to the observed asymmetric induction. The sense of asymmetric induction appears contrasteric and is explained by the proposed reactive conformation shown in Figure 1.
Popularity: This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the
underlying citation network.
Influence: This indicator reflects the overall/total impact of an article in the research community at large, based on the
underlying citation network (diachronically).
Citation Count: This is an alternative to the "Influence" indicator, which also reflects the overall/total impact of an article in
the research community at large, based on the underlying citation network (diachronically).
Impulse: This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation
network.
We have placed cookies on your device to help make this website and the services we offer better. By using this site, you agree to the use of cookies. Learn more