The Asymmetric Reformatsky Reaction: an NMR Investigation about the Nature of some Organozinc Reaction Species

Author:

PINI Dario,UCCELLO-BARRETTA Gloria,MASTANTUONO Alberto,SALVADORI Piero

Publisher

Elsevier BV

Subject

Organic Chemistry,Drug Discovery,Biochemistry

Reference5 articles.

1. See review: Fürstner, A. Synthesis 1989, 571.

2. Dewar, M.J.S.; Merz, K.M., Jr. J. Am. Chem. Soc. 1987, 109, 6553; Lopez, X.; Ugalde, J.M.; Cossio, F.P. Tetrahedron Lett. 1993, 34, 6111.

3. The nature of the Reformatsky reagent. Crystal structure of (BrZnCH2COO-t-Bu.THF)2

4. Pini, D.; Mastantuono, A.; Salvadori, P. Tetrahedron: Asymmetry 1994, 5, 1875; Mastantuono, A.; Pini, D.; Rolfini, C.; Salvadori, P. Chirality 1995, 7, 499.

5. By reaction of benzaldehyde with 1b using both an excess of this latter (molar ratio 1 to 3 or 1 to 2) and an equimolar amount, the conversion to β-hydroxyester was ≥85% just after 5 minutes and complete after 10–15 minutes.

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