934672-43-2

Upstream product

• 77364-02-4 (E)-4-methyl-6-phenyl-4-hexen-1-ol 
• 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 
• 158897-35-9 (E)-tert-butyl((5-iodo-4-methylpent-4-en-1-yl)oxy)dimethylsilane 
• 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 
• 883907-97-9 2,2-Dimethyl-propionic acid (E)-(1S,3R)-3-(tert-butyl-dimethyl-silanyloxy)-6-methyl-1-(2-oxo-ethyl)-8-phenyl-oct-6-enyl ester 
• 1025798-50-8 (E)-(3S,5R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-1-((S)-4-isopropyl-2-thioxo-thiazolidin-3-yl)-8-methyl-10-phenyl-dec-8-en-1-one 
• 1026961-20-5 2,2-Dimethyl-propionic acid (E)-(1S,3R)-1-[(E)-(R)-6-acetoxy-2-(tert-butyl-diphenyl-silanyloxy)-4-methyl-hex-4-enyl]-3-(tert-butyl-dimethyl-silanyloxy)-6-methyl-8-phenyl-oct-6-enyl ester 
• 1194018-98-8 (E)-7-methyl-9-phenylnona-1,2,7-trien-4-one 
• 1262763-91-6 C₁₆H₂₂O₂ 
• 1375412-52-4 C₃₃H₅₄O₂S₂Si 
• 1375412-57-9 C₃₀H₄₈O₃Si 
• 1375412-37-5 C₃₃H₅₄O₄Si 
• 1375412-58-0 tert-butyl(((R,E)-1-((4S,6R)-2,2-dimethyl-6-((E)-3-methyl-5-phenylpent-3-en-1-yl)-1,3-dioxan-4-yl)-4-methylocta-4,7-dien-2-yl)oxy)dimethylsilane 
• 1375412-59-1 C₃₀H₄₄O₄ 
• 1375412-53-5 C₄₄H₇₃IO₆Si₂ 
• 1375412-36-4 C₄₇H₇₈O₆Si₂ 

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.

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

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

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