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Baldwin

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Tet. Trig. Dig. The Baldwin Rules. Exocyclic Endocyclic ... 3 to 7 Tet Favored 5 to 6 Tet Disfavored. 3 to 7 Trig Favored 3 to 5 Trig Disfavored ... – PowerPoint PPT presentation

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Title: Baldwin


1
Baldwins Rules
2
Baldwins Rules
The rules, summarized below, are based on
reasonable interpretations of stereochemistry,
bond distances, and orientation of reacting
centers appropriate for the generation of a new
bond connection.
3
Baldwins Rules
The rules, summarized below, are based on
reasonable interpretations of stereochemistry,
bond distances, and orientation of reacting
centers appropriate for the generation of a new
bond connection.
Tet
Trig
Dig
EXO
ENDO
4
Nu
Nu
L
Nu
Tet
Trig
Dig
The Baldwin Rules Exocyclic
Endocyclic Ring Size Center Status
Ring Size Center Status 3 to 7 Tet
Favored 5 to 6 Tet Disfavored 3 to 7
Trig Favored 3 to 5 Trig Disfavored 5 to
7 Dig Favored 6 to 7 Trig Favored 3 to
4 Dig Disfavored 3 to 7 Dig Favored
5
Explain the following
endo-5-dig
R
endo-5-trig
vs.
6
Explain the following
7
Rationalize the following
8
One reactions takes place more readily than The
other. Explain
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