10.1021/acs.orglett.5b02018.s001
Heeoon Han
Heeoon
Han
Amos B. Smith
Amos B.
Smith
Total Synthesis of (−)-Secu’amamine
A Exploiting Type II Anion Relay Chemistry
American Chemical Society
2015
Exploiting Type II Anion Relay Chemistry
nitrogen skeleton
stereochemical outcome
flask
functionality
stereochemistry
aza tricyclic core
synthesis
Type II Anion Relay Chemistry
Secu
rationale
aldol reaction
Total Synthesis
ARC
secu
2015-09-04 00:00:00
Journal contribution
https://acs.figshare.com/articles/journal_contribution/Total_Synthesis_of_Secu_amamine_A_Exploiting_Type_II_Anion_Relay_Chemistry/2200360
A total
synthesis of (−)-secu’amamine A has been
achieved exploiting Type II Anion Relay Chemistry (ARC) to provide
the full linear carbon and nitrogen skeleton in a single flask with
the requisite stereochemistry and functionality. A mechanistic rationale
is also proposed to account for the stereochemical outcome of the
key aldol reaction leading to the advanced aza tricyclic core.