Synthetic studies on borrelidin: enantioselective synthesis of the C1-C12 fragment.
[structure: see text] An efficient, enantioselective synthesis of the C1-C12 fragment 2 of borrelidin is presented. Construction of the "skipped" polymethylene chain of 2 was accomplished by iteration of Myers' alkylation, while formation of the C3 stereocenter was achieved by Roush's asymmetric allylboration methodology.
Department of Chemistry and Biochemistry, University of California, San Diego, 9500 Gilman Drive, La Jolla, California 92093-0358, USA.
Binh G
BG
Vong
Sunny
S
Abraham
Alan X
AX
Xiang
Emmanuel A
EA
Theodorakis
D000478:Alkylation; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry; D005233:Fatty Alcohols / Q000138:chemical synthesis* / Q000737:chemistry; D007202:Indicators and Reagents; D018942:Macrolides; D013237:Stereoisomerism
D000900:Anti-Bacterial Agents; D005233:Fatty Alcohols; D007202:Indicators and Reagents; D018942:Macrolides; C005066:borrelidin