(E)-2-(3-tert-butyldimethylsilyloxy-4-phenoxybut-1-enyl)bicyclo[3,3,0]octan-6-one → 3,3a,4,5,6,6a-hexahydro-2H-pentalen-1-one

Participants

Reaction Steps

By proceeding in a manner to that described in Reference Example 47, but replacing the starting material by the appropriate quantity of (E)-2-(3-tert-butyldimethylsilyloxy-4-phenoxybut-1-enyl)bicyclo[3,3,0]octan-6-one, prepared as described in Reference Example 52, and in the form of (±)-(E)-2β-[(mixture of 3α and 3β)-tert-butyldimethylsilyloxy-4-phenoxybut-1-enyl]bicyclo[3,3,0]octan-6-one, there was prepared 6-(E)-3-tert-butyldimethylsilyloxy-4-phenoxybut-1-enyl-3-(1-hydroxy-4-methoxycarbonylbut-1-yl)-bicyclo[3,3,0]octan-2-one, in the form of (±)-6β-[(E)-(mixture of 3α and 3β)-tert-butyldimethylsilyloxy-4-phenoxybut-1-enyl]-3-(1-hydroxy-4-methoxycarbonylbut-1-yl)bicyclo[3,3,0]octan-2-one.

Provenance & Evidence