The synthesis of substituted cage [4.4.2]propellanes and D3-trishomocubanes bearing spiro linkage have been assembled with the aid of Diels–Alder reaction and ring-rearrangement as key steps. Here, readily available 1,4-hydroquinone, isoprene, spiro[2.4]hepta-4,6-diene and spiro[4.4]nona-1,3-diene were usedas starting materials. The unusual rearrangement of cage propellanes with zinc/acetic acid produced D3-trishomocubanes in good yields.
Volume 134, 2022
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