166941-78-2

Upstream product

• 109972-84-1 1-Benzyloxy-5-hydroxynaphthalene 

Downstream Products

• 194656-97-8 Acetic acid (2R,3R,4R,6R)-3-acetoxy-6-((R)-3-benzyloxy-8-hydroxy-3-methyl-1,7,12-trioxo-1,2,3,4,7,12-hexahydro-benzo[a]anthracen-9-yl)-2-methyl-tetrahydro-pyran-4-yl ester 
• 166757-92-2 Acetic acid (R)-3-benzyloxy-9-((2R,4R,5R,6R)-4,5-diacetoxy-6-methyl-tetrahydro-pyran-2-yl)-3-methyl-1,7,12-trioxo-1,2,3,4,7,12-hexahydro-benzo[a]anthracen-8-yl ester 
• 166757-89-7 Acetic acid (1R,3R,6aS,12aR,12bR)-3-benzyloxy-12a-bromo-9-((2R,4R,5R,6R)-4,5-diacetoxy-6-methyl-tetrahydro-pyran-2-yl)-1-hydroxy-3-methyl-7,12-dioxo-1,2,3,4,6,6a,7,12,12a,12b-decahydro-benzo[a]anthracen-8-yl ester 
• 166757-91-1 C₄₁H₄₄O₁₃ 
• 166757-90-0 C₄₁H₄₆O₁₃ 
• 166757-93-3 Acetic acid (R)-3-benzyloxy-9-((2R,4R,5R,6R)-4,5-diacetoxy-6-methyl-tetrahydro-pyran-2-yl)-5-hydroxy-3-methyl-1,7,12-trioxo-1,2,3,4,7,12-hexahydro-benzo[a]anthracen-8-yl ester 
• 194657-00-6 Acetic acid (2R,3R,4R,6R)-3-acetoxy-6-((R)-3-benzyloxy-5,8-dihydroxy-3-methyl-1,7,12-trioxo-1,2,3,4,7,12-hexahydro-benzo[a]anthracen-9-yl)-2-methyl-tetrahydro-pyran-4-yl ester 
• 194656-96-7 Acetic acid 5-benzyloxy-2-((2R,4R,5R,6R)-4,5-bis-benzyloxy-6-methyl-tetrahydro-pyran-2-yl)-naphthalen-1-yl ester 

Relevant academic research and scientific papers

A unified strategy for the total synthesis of the angucycline antibiotics SF 2315A, urdamycinone B, and the shunt metabolite 104-2

Total syntheses of the angucycline antibiotics SF 2315A (2), urdamycinone B (4), and the shunt metabolite 104-2 (5) are described, as well as an approach toward the synthesis of SF 2315B (3). All four syntheses feature a Diels-Alder cycloaddition between a bromojuglone derivative and an optically active diene (25a), the latter derived from (-)-quinic acid. Subsequent key transformations include (i) stereocontrolled introduction of ring fusion oxygen functionality featured in SF 2315A (2) and SF 2315 B (3), (ii) preparation of C-glycosyl juglone 53, and (iii) NMO mediated oxidative aromatization of 60.