SYNTHESIS OF (k) - 6,8-DIHYDROXY-3- ISOPROPYL-7-METHYLISOCHROMAN
The title isochroman ( 8 ) was synthesized as a suitable substrate for acetoxylation studies leading to an intermediate of type (4), expected to afford, on condensation with diketen, the fungal metabolite "rotiorin" type linear product (1). Cyclocondensation of alcohol (6), obtained by the...
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| Format: | Article |
|---|---|
| Language: | English |
| Published: |
University of Tehran
1994-12-01
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| Series: | Journal of Sciences, Islamic Republic of Iran |
| Online Access: | https://jsciences.ut.ac.ir/article_31193_747f9e7ea9946dbf5124756deab253b0.pdf |
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| collection | DOAJ |
| description | The title isochroman ( 8 ) was synthesized as a suitable substrate for
acetoxylation studies leading to an intermediate of type (4), expected to afford,
on condensation with diketen, the fungal metabolite "rotiorin" type linear
product (1). Cyclocondensation of alcohol (6), obtained by the reduction of
ketone (5) with paraform in the presence of anhydrous aluminum chloride
afforded the dimethoxyisochroman (7). Demethylation of (7) using boron
tribromide in dichloromethane furnished the title isochroman (8). |
| format | Article |
| id | doaj-art-4d009cd014754cec85e40f035abf0da6 |
| institution | OA Journals |
| issn | 1016-1104 2345-6914 |
| language | English |
| publishDate | 1994-12-01 |
| publisher | University of Tehran |
| record_format | Article |
| series | Journal of Sciences, Islamic Republic of Iran |
| spelling | doaj-art-4d009cd014754cec85e40f035abf0da62025-08-20T01:53:31ZengUniversity of TehranJournal of Sciences, Islamic Republic of Iran1016-11042345-69141994-12-015331193SYNTHESIS OF (k) - 6,8-DIHYDROXY-3- ISOPROPYL-7-METHYLISOCHROMANThe title isochroman ( 8 ) was synthesized as a suitable substrate for acetoxylation studies leading to an intermediate of type (4), expected to afford, on condensation with diketen, the fungal metabolite "rotiorin" type linear product (1). Cyclocondensation of alcohol (6), obtained by the reduction of ketone (5) with paraform in the presence of anhydrous aluminum chloride afforded the dimethoxyisochroman (7). Demethylation of (7) using boron tribromide in dichloromethane furnished the title isochroman (8).https://jsciences.ut.ac.ir/article_31193_747f9e7ea9946dbf5124756deab253b0.pdf |
| spellingShingle | SYNTHESIS OF (k) - 6,8-DIHYDROXY-3-
ISOPROPYL-7-METHYLISOCHROMAN Journal of Sciences, Islamic Republic of Iran |
| title | SYNTHESIS OF (k) - 6,8-DIHYDROXY-3-
ISOPROPYL-7-METHYLISOCHROMAN |
| title_full | SYNTHESIS OF (k) - 6,8-DIHYDROXY-3-
ISOPROPYL-7-METHYLISOCHROMAN |
| title_fullStr | SYNTHESIS OF (k) - 6,8-DIHYDROXY-3-
ISOPROPYL-7-METHYLISOCHROMAN |
| title_full_unstemmed | SYNTHESIS OF (k) - 6,8-DIHYDROXY-3-
ISOPROPYL-7-METHYLISOCHROMAN |
| title_short | SYNTHESIS OF (k) - 6,8-DIHYDROXY-3-
ISOPROPYL-7-METHYLISOCHROMAN |
| title_sort | synthesis of k 6 8 dihydroxy 3 isopropyl 7 methylisochroman |
| url | https://jsciences.ut.ac.ir/article_31193_747f9e7ea9946dbf5124756deab253b0.pdf |