Total synthesis and study of biologically active lignans. 6. Total synthesis of (±)-iso-β-peltatin and its analogs was written by Loriot, Michel;Robin, Jean Pierre;Brown, Eric. And the article was included in Tetrahedron in 1984.Name: Benzo[d][1,3]dioxol-4-ol This article mentions the following:
2-Benzyloxypiperonal (I, R = CH2Ph), a key intermediate in the synthesis of (±)-iso-β-peltatin (II), was obtained by bromination of 4-hydroxy-1,3-benzodioxole, followed by treatment with excess BuLi, HCONMePh, aq HCl, PhCH2Cl-K2CO3. I (R = Me, CH2Ph) were transformed into the corresponding β-(2-alkoxy 3,4-methylenedioxybenzyl)-γ-butyrolactones III. α-Hydroxyalkylation of III (R = CH2Ph) with 3,4,5-(MeO)3C6H2CHO, followed by cyclization and hydrogenolysis afforded II in good yield. Similarly, α-hydroxyalkylation of III (R = Me) with 4,3,5-R1O(MeO)2C6H2CHO(R1 = Me, H), followed by cyclization, afforded good yields of (±)-iso-β-peltatin O-Me ether and (±)-iso-α-peltatin O-Me ether, resp. In the experiment, the researchers used many compounds, for example, Benzo[d][1,3]dioxol-4-ol (cas: 69393-72-2Name: Benzo[d][1,3]dioxol-4-ol).
Benzo[d][1,3]dioxol-4-ol (cas: 69393-72-2) belongs to alcohols. A strong base can deprotonate an alcohol to yield an alkoxide ion (R―O−). For example, sodamide (NaNH2), a very strong base, abstracts the hydrogen atom of an alcohol. The most common reactions of alcohols can be classified as oxidation, dehydration, substitution, esterification, and reactions of alkoxides.Name: Benzo[d][1,3]dioxol-4-ol
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts