11-Amino-
6
,
6
a,
7
,
8
,
9
, 10, 10a, 11-octahydrodibebenzo[
b
,
e
]thiepines (
6
a-d) and -oxepines (
7
a-d) were synthesized by the Leuckart reaction of
6
,
6
a,
7
,
8
,
9
, 10, 10a, 11-octahydro-11-oxodibenzo[
b
,
e
]thiepines (1a,
b
)and -oxepines (2a,
b
) followed by hydrolysis of the reaction products
4
a-d and
5
a-d, respectively. The four diastereomers, cis(
6
a-H, 10a-H)-cis(10a-H, 11-H)
6
a and
7
a, cis(
6
a-H, 10a-H)-trans(10a-H, 11-H)
6
b
and
7
b
, trans(
6
a-H, 10a-H)-trans(10a-H, 11a-H)
6
c and
7
c, and trans(
6
a-H, 10a-H)-cis(10a-H, 11-H)
6
d and
7
d, were isolated and their configurations and conformations were elucidated by chemical methods together with
1H-nuclear magnetic resonance spectroscopic and X-ray crystallographic analyses.
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