810682-46-3

Upstream product

• 810682-20-3 (S)-7-Iodo-2,2,6,6,8-pentamethyl-1,3-dioxa-spiro[4.5]dec-7-ene 
• 954096-32-3 (1S,3S)-1-Hydroxymethyl-2,2-dimethyl-cyclohexane-1,3-diol 
• 810682-14-5 (S)-2,2,6,6-Tetramethyl-1,3-dioxa-spiro[4.5]decan-7-one 
• 810682-18-9 (S)-2,2,6,6,8-Pentamethyl-1,3-dioxa-spiro[4.5]decan-7-one 
• 810682-53-2 (S)-3-(Iodomethyl-dimethyl-silanyloxy)-2,2-dimethyl-cyclohexanone 
• 153229-49-3 3-iodo-2,2,4-trimethylcyclohex-3-en-1-one 
• 1426819-01-3 C₁₀H₁₅IO 
• 586-96-9 Nitrosobenzene 
• 87655-21-8 (S)-3-hydroxy-2,2-dimethylcyclohexanone 
• 810682-12-3 (S)-3-(Chloromethyl-dimethyl-silanyloxy)-2,2-dimethyl-cyclohexanone 
• 810682-13-4 (1S,5S)-3,3,9,9-Tetramethyl-2-oxa-3-sila-bicyclo[3.3.1]nonan-5-ol 

Downstream Products

• 810682-47-4 Acetic acid (S)-1-hydroxy-3-iodo-2,2,4-trimethyl-cyclohex-3-enylmethyl ester 
• 954096-33-4 C₁₇H₂₁IO₂ 
• 954096-35-6 C₃₃H₄₁IO₃ 
• 954096-36-7 C₃₃H₃₉IO₃ 
• 954096-37-8 C₃₄H₄₀INO₃ 
• 954096-40-3 C₃₄H₄₃IO₄ 
• 954096-34-5 C₁₇H₂₁IO₂ 
• 155588-13-9 (2aR,4S,4aS,6R,11S,12S,12aR,12bS)-12-benzoyloxy-11-hydroxy-4a,8,13,13-tetramethyl-5-oxo-4-triethylsilyloxy-3,4,4a,5,6,9,10,11,12,12a-decahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxete-6,12b(2aH)diyl diacetate 
• 155588-14-0 13-deoxybaccatin III 

Relevant academic research and scientific papers

Formal total synthesis of (-)-taxol through Pd-catalyzed eight-membered carbocyclic ring formation

A formal total synthesis of (-)-taxol by a convergent approach utilizing Pd-catalyzed intramolecular alkenylation is described. Formation of the eight-membered carbocyclic ring has been a problem in the convergent total synthesis of taxol but it was solved by the Pd-catalyzed intramolecular alkenylation of a methyl ketone affording the cyclized product in excellent yield (97 %), indicating the high efficiency of the Pd-catalyzed intramolecular alkenylation. Rearrangement of the epoxy benzyl ether through a 1,5-hydride shift, generating the C3 stereogenic center and subsequently forming the C1-C2 benzylidene, was discovered and utilized in the preparation of a substrate for the Pd-catalyzed reaction.

A short and enantioselective preparation of taxol A-ring fragment

Two short preparations of the taxol A-ring fragment are described: one via organocatalyzed α-aminoxylation and the other via Sharpless asymmetric dihydroxylation (SAD). The former approach affords the A-ring fragment in 10 steps, and the latter approach involves eight steps to afford the new A-ring fragment in 91% ee, which is made enantiomerically pure through recrystallization. The new A-ring fragment bearing a bromoalkene is confirmed to be useful to form the carbocyclic eight-membered ring of a taxol model compound by palladium-catalyzed intramolecular alkenylation. The preparation of the new A-ring fragment will be beneficial for the total synthesis of taxol as well as other natural products.

Construction of the taxane skeleton via the stereoselective conjugate addition of cyanide and the intramolecular B-alkyl Suzuki-Miyaura coupling reaction

Construction of the taxane skeleton via the stereoselective conjugate addition of cyanide and the intramolecular B-alkyl Suzuki-Miyaura coupling reaction is described. A conjugate addition of cyanide to enone 17 proceeded diastereoselectively to provide t

Development of silicon-tethered anionic reaction and its application to the synthesis of chiral A-ring moieties of Taxol

Silicon-tethered intramolecular nucleophilic additions of a hydroxymethyl unit to ketones in β-hydroxyketones have been developed. The product obtained by this protocol was successfully converted to chiral A-ring moieties of Taxol. Also developed was a pr