Enantioselective synthesis of α-hydroxyphosphonates through asymmetric Pudovik reactions with chiral lanthanoid and titanium alkoxides

1997; Issue: 10 Linguagem: Inglês

10.1039/a608161d

ISSN

2050-8255

Autores

Tsutomu Yokomatsu, Takehiro Yamagishi, Shiroshi Shibuya,

Tópico(s)

Chemical Synthesis and Analysis

Resumo

The Pudovik reaction of aromatic aldehydes with diethyl phosphite catalysed by either tartrate-modified titanium(IV) alkoxides or binaphthol-modified lanthanoid alkoxides has been examined. The enantioselectivity for the Pudovik reaction catalysed by tartrate-modified titanium(IV) alkoxide 1 was strongly dependent upon the solvent used. The electronic nature of the carbonyl affected the enantioselectivity for the Pudovik reaction with the La-Li-BINOL complex 2.

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