Enantioselective total synthesis of (+)-Lingzhiol via tandem semipinacol rearrangement/Friedel-Crafts type cyclizationCCDC 1446962 (13) and 1419158 (14). For crystallographic data in CIF or other electronic format see DOI: 10.1039/c6cc03764j
Enantioselective total synthesis of (+)-Lingzhiol has been achieved. It is the first example of in tandem semipinacol rearrangement reactions, the migrated aryl group further reacting with the carbonyl oxonium electrophile to furnish a polycyclic skeleton. Our synthesis involves 13 steps and proceed...
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Main Authors | , , , , , , , , |
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Format | Journal Article |
Published |
30.06.2016
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Online Access | Get full text |
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Summary: | Enantioselective total synthesis of (+)-Lingzhiol has been achieved. It is the first example of in tandem semipinacol rearrangement reactions, the migrated aryl group further reacting with the carbonyl oxonium electrophile to furnish a polycyclic skeleton. Our synthesis involves 13 steps and proceeds in 6% overall yield.
Enantioselective total synthesis of (+)-Lingzhiol has been achieved. Tandem semipinacol rearrangement/lactone formation/Friedel-Crafts cyclization/elimination reaction was developed to construct the four-ring core skeleton. |
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Bibliography: | CCDC 13 1446962 1419158 14 and For crystallographic data in CIF or other electronic format see DOI ( 10.1039/c6cc03764j |
ISSN: | 1359-7345 1364-548X |
DOI: | 10.1039/c6cc03764j |