SYNTHESIS OF (+/-)-6-PROTOILLUDENE AND (+/-)-3-EPI-6-PROTOILLUDENE BY INTRAMOLECULAR MAGNESIUM-ENE- AND KETENE/ALKENE ADDITION REACTIONS

DOI: 10.1016/S0040-4039(00)85240-5

Source and publish data:

Tetrahedron Letters p. 5471 - 5474 (1986)

Update date:2022-08-16

Topics:

Authors:

Oppolzer, Wolfgang

Nakao, Akio

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Article abstract of DOI:10.1016/S0040-4039(00)85240-5

The sesquiterpene (+/-)-6-protoilludene (1) and its C(3)-epimer 11 were synthesized from aldehyde 5.The key steps are a regio- and stereo-selective type-I-magnesium-ene reaction 4 -> 3 and an intramolecular vinylketene/alkene addition 2 -> 9a + 9b.

Full text of DOI:10.1016/S0040-4039(00)85240-5

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