Baldwin’s Rules.

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Presentation transcript:

Baldwin’s Rules

Baldwin’s 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 Baldwin’s Rules EXO ENDO 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

Tet Trig Dig Nu: Nu: L Nu: 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

Explain the following: endo-5-trig R endo-5-dig No Reaction Reaction occurs vs. N u : N u :

Explain the following:

Rationalize the following:

One reactions takes place more readily than The other. Explain