934672-43-2

Upstream product

• 77364-02-4 (E)-4-methyl-6-phenyl-4-hexen-1-ol 
• 158897-35-9 (E)-tert-butyl((5-iodo-4-methylpent-4-en-1-yl)oxy)dimethylsilane 
• 43043-88-5 ethyl (E)-4-methyl-6-phenylhex-4-enoate 
• 105-87-3 3,7-dimethyl-2E,6-octadien-1-yl acetate 
• 37715-31-4 (E)-5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-enyl acetate 
• 758692-16-9 (E)-2,2-dimethyl-3-(3-methyl-5-phenylpent-3-enyl)oxirane 
• 61362-77-4 5-[tert-butyldimethylsilyloxy]pent-1-yne 
• 5390-04-5 pent-1-yn-5-ol 
• 345895-27-4 E-1-(tert-butyldimethylsilyloxy)-4-methyl-6-phenyl-4-hexene 

Downstream Products

• 883907-96-8 (E)-(R)-3-Hydroxy-1-((R)-4-isopropyl-2-thioxo-thiazolidin-3-yl)-6-methyl-8-phenyl-oct-6-en-1-one 
• 1194018-98-8 (E)-7-methyl-9-phenylnona-1,2,7-trien-4-one 
• 1262763-91-6 C₁₆H₂₂O₂ 
• 1350744-06-7 C₁₃H₁₆O 
• 1375412-38-6 (E)-2-(3-methyl-5-phenylpent-3-en-1-yl)oxirane 
• 1402736-02-0 (E)-2-(3-methyl-5-phenylpent-3-en-1-yl)-1,3-dioxane 
• 1375412-40-0 (S,E)-5-methyl-7-phenylhept-5-ene-1,2-diol 
• 1375412-56-8 (R,E)-2-(3-methyl-5-phenylpent-3-en-1-yl)oxirane 
• 1376331-26-8 (2E,6R,8S,10R,12E)-10-((tert-butyldimethylsilyl)oxy)-3,12-dimethyl-1-phenylhexadeca-2,12,15-triene-6,8-diol 
• 1375412-48-8 C₃₃H₅₄O₂S₂Si 

Relevant academic research and scientific papers

A reductive coupling strategy towards ripostatin A

Synthetic studies on the antibiotic natural product ripostatin A have been carried out with the aim to construct the C9-C10 bond by a nickel(0)-catalyzed coupling reaction of an enyne and an epoxide, followed by rearrangement of the resulting dienylcyclopropane intermediate to afford the skipped 1,4,7-triene. A cyclopropyl enyne fragment corresponding to C1-C9 has been synthesized in high yield and demonstrated to be a competent substrate for the nickel(0)-catalyzed coupling with a model epoxide. Several synthetic approaches toward the C10-C26 epoxide have been pursued. The C13 stereocenter can be set by allylation and reductive decyanation of a cyanohydrin acetonide. A mild, fluoride-promoted decarboxylation enables construction of the C15-C16 bond by an aldol reaction. The product of this transformation is of the correct oxidation state and potentially three steps removed from the targeted epoxide fragment.

Asymmetric syntheses of 8-oxabicyclo[3,2,1]octanes: A cationic cascade cyclization

High octane: A novel and practical syntheses of 8-oxabicyclo[3.2.1]octanes using a cationic cascade cyclization reaction has been developed (see scheme; TIPS=triisopropylsilyl). The diastereomer of the cyclization product isolated depends upon whether the acetal or aldehyde substrate is used. Copyright

Access to skipped polyene macrolides through ring-closing metathesis: Total synthesis of the RNA polymerase inhibitor ripostatin B

Rip-Roaring! A convergent total synthesis of antibiotic ripostatin B was developed. A key step in the synthesis is a metathesis reaction allowing for a ring closure to the labile doubly skipped triene macrolide. Copyright

Transforming terpene feedstock into polyketide architecture

The Cu-catalyzed synthesis of skipped 1,4-dienes from allylic acetates and vinyl-Grignard reagents is key to bidirectional modifications of acyclic terpene acetates. As a result, trisubstituted double bond containing subunits can be readily transferred into complex polyketides from inexpensive bulk terpenes.

Synthesis of the C1-C5 and C6-C24 fragments of the RNA polymerase inhibitors ripostatin A and B

The enantioselective synthesis of the C1-C5 and C6-C24 fragments of the ripostatins utilize a Negishi coupling, two Nagao acetate aldol reactions followed by a Denmark vinylogous aldol reaction and Stille couplings as key C-C bond forming steps. Georg Thi