Umpolung with sulfur dioxide: Carbon-carbon cross-coupling of electron-rich 1,3-dienes and alkenes; application to the enantioselective synthesis of long-chain polyketide fragments

DOI: 10.1055/s-0028-1088011

Source and publish data:

Synthesis p. 1065 - 1074 (2009)

Update date:2022-08-04

Topics:

Authors:

Turks, Maris

Exner, Claudia J.

Hamel, Cotinica

Vogel, Pierre

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Article abstract of DOI:10.1055/s-0028-1088011

At low temperature and in the presence of an acid catalyst, sulfur dioxide undergoes hetero-Diels-Alder additions with 1-oxy-1,3-dienes, giving unstable sultines, which are ionized into zwitterionic species and react as 1-oxyallylic cation intermediates (

Full text of DOI:10.1055/s-0028-1088011

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