2. Chemistry of
Isoprenoid: Isoprenoid can be classified
into Terpenoid, Carotenoid, and Steroid.
We have developed various di-functionalized C5 prenyl units
that can be efficiently used in chain-extension processes for making various
Isoprenoid compounds. We adopted Julia
Sulfone protocol in C-C bond formation, which would give polyprenyl or polyene
structures depending on the sulfone elimination process. Carotenoid natural products have been nicely assembled
by use of our C10 di(chloroallylic) sulfide. We are currently extending this strategy to
make other important carotenoid compounds.
After finishing up the synthesis of carotenoid compounds, we will
further pursue the synthesis of terpenoid and steroid compound by combined use
of our cyclization and chain-extension strategies. Followings are the carotenoid compounds that
we have made or have been making at the present time.
1) Vitamin A 8)
2) Tretinoin 9)
3) Isotretinoin 10)
4) Tocoretinate 11)
5) b-carotene 12)
6) Retinyl sulfide 13)
7) Lycopene 14)