Nodulisporic acid A synthetic studies. 2. Construction of an eastern hemisphere subtarget.
In this, the second of two Letters, we describe an effective assembly of (+)-4, an eastern hemisphere subtarget comprising the FGH rings of (+)-nodulisporic acid A (1) (17 steps, 9% overall yield). Central to the synthesis is a Koga three-component conjugate addition-alkylation sequence which secures the trans orientation of the vicinal quaternary methyl groups. [reaction: see text]
Smith
A B
AB
Department of Chemistry, University of Pennsylvania, Philadelphia, PA 19104, USA. smithab@sas.upenn.edu
Cho
Y S
YS
Ishiyama
H
H
D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure
D007211:Indoles; C110703:nodulisporic acid A