THERMAL REARRANGEMENT OF DIVINYLCYCLOPROPANE SISTEMS. A NEW FORMAL TOTAL SYNTHESIS OF (+/-)-QUADRONE

DOI: 10.1016/S0040-4039(00)94898-6

Source and publish data:

Tetrahedron Letters p. 2735 - 2738 (1985)

Update date:2022-08-10

Topics:

Authors:

Piers, Edward

Moss, Neil

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Article abstract of DOI:10.1016/S0040-4039(00)94898-6

The key step of a new approach to the total synthesis of the structurally and physiologically interesting sesquiterpenoid (+/-)-quadrone (1) involves thermal (Cope) rearrangement of the higly functionalized divynilcyclopropane derivative 8.The product 9 of this process is converted into 19, thus completing a formal total synthesis of (+/-)-1.

Full text of DOI:10.1016/S0040-4039(00)94898-6

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