Short synthetic route to congeners of the undecose antibiotic herbicidin

Exploiting π shielding interactions of η6 arene chromium (0) complexes: New auxiliaries derived from the biogenic chiral pool

“…With the exception of zinc, other metal derivatives yielded little benefit, and additional aluminum species were investigated. Aluminum chloride proved most effective, giving appreciable diastereoselectivity and endo preference when multiple equivalents were employed (Table 1, entry 17).…”

“…The solution was dried over MgSO 4 , then concentrated in vacuo. The crude oil was subjected to SGC (2:98 to 5:95 EtOAc:hexanes) to afford the title compound (6.868 g, 66%) as a colorless oil [17] 6, 128.0, 127.8, 111.2, 105.3, 82.8, 81.6, 81.1, 72.5, 61.6, 27.1, 26.5, 26.1, 18.5, À5.07, À5.19.…”

Stereoselective Approaches toward the Synthesis of Nucleoside Antibiotic Core Aminoribosyl Glycyluridine

“…Ichikawa group introduced a 5′‐aminoribose via a planned steric hindrance strategy through use of an acid‐labile protecting group on the α‐face of the ribofuranose . However, introduction of substituents or performing a glycosylation reaction at the sterically hindered 5′‐hydroxyl group in uridine has been proven difficult by previous synthetic efforts . To resolve this issue, initial optimization was performed to find a highly reactive glycosyl donor (Scheme ).…”

Synthesis of Furanosyl C‐1 Glycals through Palladium‐Catalyzed Reactions of a Furanosyl 2,3‐Anhydro‐exo‐glycal

“…[7][8][9] It was thus shown that C-1-lithiated glycals, generated either by direct proton abstraction or by transmetallation of C-1 tributylstannyl glycals, could react with diverse electrophiles (such as alkyl halides, aldehydes, ketones, oxiranes, quinines, or hexacarbonyl chromium) [7][8][9][10][11][12][13][14] to generate C-1-substituted glycals (Scheme 1, a, X = H). Despite the straightforward nature of this approach, however, the preparation and handling of these lithio reagents has been sometimes found to be troublesome.…”