Synthesis of 12- and 13-membered sulfur-containing lactones by homolytic macrocyclization of mercaptoacetic esters with alkynes

DOI: 10.1055/s-1995-3891

Source and publish data:

Synthesis p. 307 - 311 (1995)

Update date:2022-07-30

Topics:

Authors:

Demchuk Demchuk

Lazareva

Lindeman

Khrustalyov

Struchkov

Ismagilov

Troyansky

Nikishin

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Article abstract of DOI:10.1055/s-1995-3891

Starting from mercaptoacetic acid esters of 1,2- or 1,3-diols and substituted acetylenes 12- and 13-membered sulfur-containing lactones as 1:1 adducts were synthesised in yields up to 48%. The mechanism of this homolytic reaction, which is initiated by the tripropylborane/oxygen system, includes generation of thiyl radicals and their addition to the triple bond of alkynes.

Full text of DOI:10.1055/s-1995-3891

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