High-Pressure Approach to the Total Synthesis of (+/-)-Ambreinolide and (+/-)-8-Epiambreinolide

DOI: 10.1021/jo00221a002

Source and publish data:

Journal of Organic Chemistry p. 3963 - 3965 (1985)

Update date:2022-08-11

Topics:

Authors:

Daniewski, Wlodzimierz M.

Kubak, Elzbieta

Jurczak, Janusz

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Article abstract of DOI:10.1021/jo00221a002

Ambreinolide (7a) and its epimer (7b) have been synthesized regioselectively and in a stereocontrolled manner from (+/-)-trans-1,1,4aβ-trimethyldecahydronaphthalen-5-one (1) by a route (Scheme I) which relies upon the promotion of a key Diels-Alder reaction under conditions of high pressure.

Full text of DOI:10.1021/jo00221a002

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