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Lewis acidic platinum(II) complexes as catalysts for the hetero Diels–Alder reaction

✍ Scribed by Alessandro Cendron; Giorgio Strukul

Publisher: Elsevier Science
Year: 2003
Tongue: English
Weight: 109 KB
Volume: 204-205
Category: Article
ISSN: 1381-1169
DOI: 10.1016/s1381-1169(03)00298-x

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✦ Synopsis

Bis-triflate diphosphine complexes of Pt(II) can be used as catalysts for the hetero Diels-Alder reaction (DA) between simple dienes (isoprene, 2,3-dimethylbutadiene) and glyoxylate esters or simple aldehydes (benzaldehyde, terephthalaldehyde) to yield a variety of substituted dihydropyrans under mild conditions. The reactions produces also hetero-ene products, but the selectivity to hetero Diels-Alder is always high (75-100%). Chiral catalysts based on R-binap yield only low e.e.'s.

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## Abstract For Abstract see ChemInform Abstract in Full Text.

New Lewis acid catalysts for the Diels-A

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## Catechol boron bromide (I) andferrocenium hexqpuorophosphate (2) function as Lewis acid catalysts for the Dick-Alder reaction. The development of chiral Lewis acids as catalysts for the asymmetric induction of Diels-Alder and other reactions is a subject of current interest. Recent years have s