348084-47-9

Upstream product

• 348084-57-1 tert-butyl-(3-methoxy-hex-5-enyloxy)-diphenyl-silane 
• 112897-09-3 (3R)-1-(tert-butyldiphenylsilyloxy)hex-5-en-3-ol 
• 42134-49-6 (3-trimethylsilyl-2-propynyl)triphenylphosphonium bromide 
• 348084-46-8 5-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-pentanal 

Downstream Products

• 380909-64-8 tert-Butyl-[(S)-4-((4R,5R)-2,2-dimethyl-5-prop-1-ynyl-[1,3]dioxolan-4-yl)-3-methoxy-butoxy]-diphenyl-silane 
• 348084-48-0 tert-Butyl-[(S)-4-((4R,5R)-5-ethynyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-3-methoxy-butoxy]-diphenyl-silane 
• 348084-58-2 tert-Butyl-((E)-(R)-3-methoxy-oct-5-en-7-ynyloxy)-diphenyl-silane 

Relevant academic research and scientific papers

Total synthesis of (+)-phorboxazole A exploiting the Petasis-Ferrier rearrangement

A highly convergent, stereocontrolled total synthesis of the potent antiproliferative agent (+)-phorboxazole A (1) has been achieved. Highlights of the synthesis include: modified Petasis-Ferrier rearrangements for assembly of both the C(11 - 15) and C(22-26) cis-tetrahydropyran rings; extension of the Julia olefination to the synthesis of enol ethers; the design, synthesis, and application of a novel bifunctional oxazole linchpin; and Stille coupling of a C(28) trimethyl stannane with a C(29) oxazole triflate. The longest linear sequence leading to (+)-phorboxazole A (1) was 27 steps, with an overall yield of 3%.