Regiocontrolled cyclisation of acetylenic ketones. First example of selective desilylation of a triple bond in the presence of a silyl enol ether.

DOI: 10.1016/S0040-4039(00)96421-9

Source and publish data:

Tetrahedron Letters p. 3923 - 3926 (1987)

Update date:2022-08-02

Topics:

Authors:

Drouin, J.

Boaventura, M. A.

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Article abstract of DOI:10.1016/S0040-4039(00)96421-9

The thermal cyclisation of the butynylbicyclooctanone 5a is non regiospecific, and leads to products having a propellane or a cedrane skeleton.Conditions allowing exclusive formation of either type of products are given.

Full text of DOI:10.1016/S0040-4039(00)96421-9

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