Nodulisporic acid A synthetic studies. 1. Overall strategy and construction of a western hemisphere subtarget.
In this, the first of two Letters, we outline our overall strategy for the construction of (+)-nodulisporic acid A (1), a representative member of a new class of indole diterpenes. In addition, we describe the efficient assembly of (-)-6, an advanced western hemisphere subtarget, comprising the ABC rings of (+)-nodulisporic acid A (1). The synthesis proceeded in 9% overall yield (longest linear sequence, 11 steps), exploiting a Shibasaki-Mori tandem transmetalation-cyclization to construct ring B. [reaction: see text]
Smith
A B
AB
Department of Chemistry, University of Pennsylvania, Philadelphia, PA 19104, USA. smithab@sas.upenn.edu.
Ishiyama
H
H
Cho
Y S
YS
Ohmoto
K
K
D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure
D007211:Indoles; C110703:nodulisporic acid A