A concise total synthesis of brasiliquinones B and C and 3-deoxyrabelomycin

Retymicin, Galtamycin B, Saquayamycin Z and Ribofuranosyllumichrome, Novel Secondary Metabolites from Micromonospora sp. Tü 6368

“…The known angucyclinones, rabelomycin (4) [4], 3-deoxyrabelomycin (5) [5] and dehydrorabelomycin (6) [6] were identified by comparison of HREI-MS, 1 H and 13 C NMR data with literature values (Fig. 2).…”

Retymicin, Galtamycin B, Saquayamycin Z and Ribofuranosyllumichrome, Novel Secondary Metabolites from Micromonospora sp. Tü 6368

“…The following secondary metabolites were isolated from strain Tü 6368 and their structures elucidated, (i) rabelomycin [3], 3-deoxyrabelomycin [4] and dehydrorabelomycin [5], (ii) galtamycinone [6] and galtamycin B (2), (iii) saquayamycin Z (3), (iv) lumichrome and 1-methyllumichrome [7], and 1-(a -ribofuranosyl)-lumichrome (4), and (v) retymicin (1). The structures of the new metabolites are shown in Fig.…”

BAIB Oxidation to Some Tetrahydro‐β‐naphthols and Control over the Products by Reaction Condition Selection

“…Table 1 describes the use of various substrates. Finally, two different angucyclines 4 and 5 were prepared by the MIRC method [13] from enones 2e and 3e (entry v) reacted with cyanophthalide just to distinguish the oxidized products. Structures of angucyclines 4 and 5 were determined by different spectroscopic analyses and were consistent with the given structures (4 and 5).…”

“…Several examples have already been appeared for the oxidation of b-naphthols by hypervalent iodine reagents. [12] During the total synthesis of brasiliquinones, [13] we observed that BAIB and 3-ethyl-1,2,3,4-tetrahydro-bnaphthols 1 gave the enone 2 along with 3 as a minor component. This present work describes the synthesis of 3 by modification of reaction conditions.…”