Cyclizations to enantiopure multifunctional cyclopentanes from D-glucose using formyl dianion synthons

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OriginalspracheEnglisch
Seitenumfang46
FachzeitschriftSYNLETT
Jahrgang34
Frühes Online-Datum30 Okt. 2023
PublikationsstatusVeröffentlicht - 30 Nov. 2023

Abstract

The [4+1] cyclizations of a sugar-based epoxytosylate with various C1 dianion equivalents provides highly functionalized homochiral cyclopentanes. For these, a follow-up chemistry was developed to provide various cyclopentane building blocks as starting points for natural product syntheses. The [4+1] domino protocol relies on a 1,4-Brook rearrangement, which is essential for the generation of the second carbanion.

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Cyclizations to enantiopure multifunctional cyclopentanes from D-glucose using formyl dianion synthons. / Kirschning, Andreas; Schaumann, Ernst; Bräuer, Nico et al.
in: SYNLETT, Jahrgang 34, 30.11.2023.

Publikation: Beitrag in FachzeitschriftArtikelForschungPeer-Review

Kirschning A, Schaumann E, Bräuer N, Michel T, Oelze S. Cyclizations to enantiopure multifunctional cyclopentanes from D-glucose using formyl dianion synthons. SYNLETT. 2023 Nov 30;34. Epub 2023 Okt 30. doi: 10.1055/a-2201-3861
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