11-Amino-6, 6a,
7
,
8
,
9
, 10, 10a, 11-octahydrodibebenzo[
b
,
e
]thiepines (6a-
d
) and -oxepines (
7
a-
d
) were synthesized by the Leuckart reaction of 6, 6a,
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 4a-
d
and 5a-
d
, respectively. The four diastereomers, cis(6a-H, 10a-H)-cis(10a-H, 11-H) 6a and
7
a, cis(6a-H, 10a-H)-trans(10a-H, 11-H) 6
b
and
7
b
, trans(6a-H, 10a-H)-trans(10a-H, 11a-H)6c and
7
c, and trans(6a-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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