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O
C Cl
O
C l Cl
N
O
N
O
O
O
SAc
O
O
O
O
O
O
O
SAc
O
O
O
AcS
O
N
S
N
Cl
O
Cl
O
NaOMe
MeOH
CH 2 Cl 2
SAc
Cl
O
Cl
O
S
Cl
O
O
O
Cl
Cl
O
O
N
Cl
O
N
O
O
O
SAc
O
O
O
O
N
SAc
O
O
Cl
N
Cl
O
Cl
O
Cl
O
O
2D (R,S)
1J (R) and 1J (S)
Cl
C l Cl
Cl
O
O
O
O
O
O
O
O
O
N
O
O
N
N
O
N
O
O
S
NaOMe
MeOH
CH 2 Cl 2
O
O
O
S
Cl
O
O
S
SAc
Cl
Cl
S
O
S
Cl
S
Cl
Cl Cl
O
Cl
O
O
O
O
O
O
SAc
O
O
O
O
O
N
N
O
O
N
N
O
O
O
O
O
O
Cl
Cl
2B
(R,R) or (S,S)
Cl
Cl
Only Major Product
2E (R,R) or (S,S)
Scheme 5.12
Quenching the reaction earlier generates a linear heterodimer (
2D
) but not the cyclic heterodimer (
2K
). The linear
heterodimer (
2D
) equilibrates with the linear homodimer (
2E
) and eventually produces the only final major product—
the cyclic homodimer (
2B
).
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