Biology Reference
In-Depth Information
5.2.2.5.1 Synthesis of
O
-permethyltellimagrandin I
Nelson and Meyers (1994)
were able to synthesise enantiopure (
S
)
-
hexamethoxydiphenic acid (
S
)
-
50
using the asymmetric Ullmann
coupling of two chiral (
S
)
-
bromooxazolines
48
. The diastereomerically
pure biaryl compound (
S
,
S
,
S
)-
49
was obtained in 58% yield, and was
then converted in three steps
via
an acid-catalysed cleavage of the
oxazoline residues into (
S
)
-
50
(Fig. 5.10).
Fig. 5.10
Synthesis of
O
-permethyltellimagrandin I (
53
).