887137-73-7

Upstream product

• 853995-88-7 (2S,3R,6S)-3-Hydroxy-2,6-dimethyl-oct-7-enoic acid 
• 887137-72-6 2-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethoxy-4-methyl-6-((3S,5S)-3,5,7-trimethyl-oct-7-en-1-ynyl)-benzaldehyde 
• 853996-02-8 (R)-5-Iodo-2,4-dimethyl-pent-1-ene 
• 853995-97-8 2-bromo-6-hydroxy-3,5-dimethoxy-4-methyl-benzaldehyde 
• 853995-87-6 2-bromo-6-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-4-methyl-benzaldehyde 
• 853996-03-9 (2S,4S)-2,4,6-Trimethyl-hept-6-enoic acid ((1R,2R)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide 
• 853995-98-9 (S)-4-Benzyl-3-((2S,3R,6S)-3-hydroxy-2,6-dimethyl-oct-7-enoyl)-oxazolidin-2-one 
• 887137-70-4 (4S,6S)-2,4,6-Trimethyl-oct-1-en-7-yne 
• 2436-90-0 (S)-(+)-dihydromyrcene 
• 19676-67-6 2,4-dimethoxy-3-methylphenol 
• 7149-92-0 2,4-dimethoxy-3-methylbenzaldehyde 
• 5673-07-4 2,6-dimethoxytoluene 
• 638188-60-0 (2S,4S)-2,4,6-Trimethyl-hept-6-en-1-ol 
• 853996-04-0 (2S,4S)-2,4,6-Trimethyl-hept-6-enal 

Downstream Products

• 887137-74-8 tert-Butyl-[2,4-dimethoxy-3-methyl-6-[(2R,5S,6R)-5-methyl-4-methylene-6-((S)-3-methyl-pent-4-enyl)-[1,3]dioxan-2-yl]-5-((3S,5S)-3,5,7-trimethyl-oct-7-en-1-ynyl)-phenoxy]-dimethyl-silane 

Relevant academic research and scientific papers

Evolution of a total synthesis of (-)-kendomycin exploiting a Petasis-Ferrier rearrangement/ring-closing olefin metathesis strategy

A convergent stereocontrolled total synthesis of (-)-kendomycin (1) has been achieved. The synthesis proceeds with a longest linear sequence of 21 steps, beginning with commercially available 2,4-dimethoxy-3-methylbenzaldehyde (12). Highlights of the synthesis include an effective Petasis-Ferrier union/rearrangement tactic to construct the sterically encumbered tetrahydropyran ring, a ring-closing metathesis to generate the C(4a-13-20a) macrocycle, an effective epoxidation/deoxygenation sequence to isomerize the C(13,14) olefin, and a biomimetic quinone-methide-lactol assembly to complete the synthesis.