A connective approach to the tetrahydropyran subunit of polycavernoside A via a novel 1,1-dianion equivalent

Perez-Balado, C;Marko, Istvan
(2005) Tetrahedron Letters — Vol. 46, n° 29, p. 4887-4890 (2005)

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  • Perez-Balado, C
    Author
  • Marko, IstvanUCLouvain
    Author
Abstract
Racemic tetrahydropyran 3 was efficiently synthesised from allylsilane 6 and aldehyde 7 via an intramolecular Sakurai cyclisation. In a single step, the relative configuration of three chiral centres was established. Allylsilane 6 was readily assembled from 1-iodo-1-selenopropene 10, a synthetic equivalent of a propene 1,1-dianion. (c) 2005 Elsevier Ltd. All rights reserved.
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Perez-Balado, C., & Marko, I. (2005). A connective approach to the tetrahydropyran subunit of polycavernoside A via a novel 1,1-dianion equivalent. Tetrahedron Letters, 46(29), 4887-4890. https://doi.org/10.1016/j.tetlet.2005.05.054 (Original work published 2005)