Total Synthesis of Natural Hyacinthacine C-5 and Six Related Hyacinthacine C-5 Epimers
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Carroll, Anthony W; Savaspun, Kongdech; Willis, Anthony; Hoshino, Masako; Kato, Atsushi; Pyne, Stephen G
Description
The total synthesis of natural (+)-hyacinthacine C-5 was achieved, which allowed correction of its initially proposed structure, as well as six additional hyacinthacine C-type compounds. These compounds were readily accessible from two epimeric anti-1,2-amino alcohols. Keeping a common A-ring configuration, chemical manipulation occurred selectively on the B-ring of the hyacinthacine C-type products through methods of syn-dihydroxylation, S(N)2 ring-opening of a cyclic sulfate, and also...[Show more]
Collections | ANU Research Publications |
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Date published: | 2018 |
Type: | Journal article |
URI: | http://hdl.handle.net/1885/160514 |
Source: | Journal of Organic Chemistry |
DOI: | 10.1021/acs.joc.8b00585 |
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01_Carroll_Total_Synthesis_of_Natural_2018.pdf | 2.98 MB | Adobe PDF | Request a copy |
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