Title | Enantioselective Synthesis of (-)-Halenaquinone. |
Publication Type | Journal Article |
Year of Publication | 2018 |
Authors | Goswami S, Harada K, El-Mansy MF, Lingampally R, Carter RG |
Journal | Angew Chem Int Ed Engl |
Volume | 57 |
Issue | 29 |
Pagination | 9117-9121 |
Date Published | 2018 Jul 16 |
ISSN | 1521-3773 |
Abstract | The efficient, 12-14 step (LLS) total synthesis of (-)-halenaquinone has been achieved. Key steps in the synthetic sequence include: (a) proline sulfonamide-catalyzed, Yamada-Otani reaction to establish the C6 all-carbon quaternary stereocenter, (b) multiple, novel palladium-mediated oxidative cyclizations to introduce the furan moiety, and (c) oxidative Bergman cyclization to form the final quinone ring. |
DOI | 10.1002/anie.201805370 |
Alternate Journal | Angew. Chem. Int. Ed. Engl. |
PubMed ID | 29920904 |