Nucleophilic addition
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- Asymmetric synthesis by chiral auxiliary directed nucleophilic addition is also discussed.
- 1 Nucleophilic addition Short summary of nucleophilic addition is given in the chapter of electrophilic addition.
- The direction of nucleophilic addition is predicted chiefly by the charge indices Q a and Q b , which are significant here owing to the hard character of the NH 2 nucleophile.
- The tert-butanesulfinyl group activates the imines for the addition of many different classes of nucleophiles, serves as a powerful chiral directing group, and after nucleophilic addition is readily cleaved by treatment with acid.
- The structure of the phenylhydrazine adduct of 1(ox) (2) is reported, and 2D NMR spectroscopy has been used to show that the position of nucleophilic addition is at C(1).
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