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4.
Org Lett ; 14(17): 4634-7, 2012 Sep 07.
Article in English | MEDLINE | ID: mdl-22920858

ABSTRACT

The total synthesis of the indole alkaloid hirsutine has been achieved, with a key step being the application of our phosphine-catalyzed [4 + 2] annulation of an imine with ethyl α-methylallenoate. From commercially available indole-2-carboxaldehyde, the target was synthesized in 14 steps and 6.7% overall yield.


Subject(s)
Alkadienes/chemistry , Alkaloids/chemical synthesis , Imines/chemistry , Phosphines/chemistry , Alkaloids/chemistry , Catalysis , Molecular Structure , Stereoisomerism , Uncaria/chemistry
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