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Diastereodivergent addition of allenylzincs to aryl glyoxylates.

Organic letters (2009-05-09)
Thomas Hameury, Jérôme Guillemont, Luc Van Hijfte, Véronique Bellosta, Janine Cossy
PMID19422262
ABSTRACT

A diastereodivergent addition of allenylzincs to aryl glyoxylates was observed depending on the method used for the preparation of the allenylzinc reagent. The allenylzincs were prepared from propargylic benzoates in the presence of a palladium catalyst or by metalation of alkynes.

MATERIALS
Product Number
Brand
Product Description
451398
Sigma-Aldrich
Zinc bromide, AnhydroBeads™, −10 mesh, 99.999% trace metals basis
230022
Sigma-Aldrich
Zinc bromide, 99.999% trace metals basis
02128
Sigma-Aldrich
Zinc bromide, puriss., anhydrous, ≥98%