HCID 19595656, compound → HCID 54397734, compound

Participants

Reaction Steps

The above unsaturated alcohol (16) (30 mg, 0.16 mmol) was converted to the cyclopropyl alcohol as described in Example 1 to give 33 mg of [1-(6-t-butyl-1,1-dimethyl-indan-4-yl)-cyclopropyl]-ethanol (17) as a pale yellow oil in 67% yield that was used directly for the next step. The above cyclopropyl alcohol (33 mg, 0.15 mmol) was oxidized as described in Example 1 to give 32 mg of 1-(6-t-butyl-1,1-dimethyl-indan-4-yl)-cyclopropaneacetaldehyde (18) as a clear oil in 100% yield. The above cyclopropyl aldehyde 18 (32 mg, 0.15 mmol) and 3-ethoxycarbonyl-2-methylprop-2-enylphosphonate (200 mg, 0.77 mmol) were condensed as described for Example 1 to give 37 mg of ethyl-6-[1-(6-t-butyl-1,1-dimethyl-indan-4-yl)-cyclopropyl]-3-methyl-2,4-hexadienoate (19) as a pale yellow oil in 69% yield.

Provenance & Evidence