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.
Vong
Binh G
BG
Department of Chemistry and Biochemistry, University of California, San Diego, 9500 Gilman Drive, La Jolla, California 92093-0358, USA.
Abraham
Sunny
S
Xiang
Alan X
AX
Theodorakis
Emmanuel A
EA
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