STABLE SELENOXANTHENIUM YLIDES : SYNTHESIS AND NEW REDUCTIVE CYCLIZATION OF SELENOXANTHEN-10-IO(ALKOXALYL ALKOXYCARBONYL)METHANIDES AND THEIR RELATED COMPOUNDS

DOI: 10.1016/S0040-4039(00)81331-3

Source and publish data:

Tetrahedron Letters p. 75 - 78 (1983)

Update date:2022-08-18

Topics:

Authors:

Kataoka, Tadashi

Tomimatsu, Kiminori

Shimizu, Hiroshi

Hori, Mikio

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Article abstract of DOI:10.1016/S0040-4039(00)81331-3

Stereoisomers of 9-substituted selenoxanthen-10-io(alkoxalyl alkoxycarbonyl)methanides were prepared from the corresponding selenoxides and activated acetylenes.In the reaction of 9-phenylselenoxanthene 10-oxide(1c) with methyl propiolate afforded an unexpected product, methyl 9-phenylselenoxanthen-9-ylpropiolate(5) together with ylide(2e).The selenonium ylides underwent new reductive cyclization with sodium borohydride to afford new cyclic selenonium ylides.

Full text of DOI:10.1016/S0040-4039(00)81331-3

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