Synthesis of the bottom half of chlorothricolide

DOI: 10.1016/S0040-4039(00)97640-8

Source and publish data:

Tetrahedron Letters p. 4433 - 4436 (1990)

Update date:2022-08-03

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Authors:

Hirsenkorn, Rolf

Haag-Zeino, Brigitte

Schmidt, Richard R.

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Article abstract of DOI:10.1016/S0040-4039(00)97640-8

Diels-Alder reaction of 1-acetoxy-pentadienol derivative 5 with cyclohexenone afforded cycloadduct 6 which gave with base the transoctahydronaphthalene skeleton 4. Diastereoselective reduction of the keto group and then Claisen-Ireland rearrangement furni

Full text of DOI:10.1016/S0040-4039(00)97640-8

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Product name:Acetoxy-phenyl-acetic acid (1S,4aS,5R,6R,8aS)-5-(tert-butyl-dimethyl-silanyloxymethyl)-6-(2-trityloxy-ethyl)-1,2,3,4,4a,5,6,8a-octahydro-naphthalen-1-yl ester

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