439264-70-7

Upstream product

• 440333-72-2 (E)-3-((2R,4aR,6S,7R,9aS)-7-Hydroxy-2-phenyl-hexahydro-1,3,5-trioxa-benzocyclohepten-6-yl)-acrylic acid methyl ester 
• 250226-97-2 (2R,4aR,9aS)-2-Phenyl-hexahydro-1,3,5-trioxa-benzocyclohepten-6-one 
• 439265-02-8 Trifluoro-methanesulfonic acid (2R,4aR,9aS)-2-phenyl-4a,8,9,9a-tetrahydro-4H-1,3,5-trioxa-benzocyclohepten-6-yl ester 
• 439265-03-9 3-((2R,4aR,9aS)-2-Phenyl-4a,8,9,9a-tetrahydro-4H-1,3,5-trioxa-benzocyclohepten-6-yl)-propionic acid methyl ester 
• 213815-32-8 (2R,4aR,6S,7R,9aS)-2-Phenyl-6-vinyl-hexahydro-1,3,5-trioxa-benzocyclohepten-7-ol 
• 440334-02-1 3-((2R,4aR,6S,7R,9aS)-7-Hydroxy-2-phenyl-hexahydro-1,3,5-trioxa-benzocyclohepten-6-yl)-propionic acid methyl ester 
• 439264-78-5 (2R,4aR,6S,7R,9aS)-6-(3-Hydroxy-propyl)-2-phenyl-hexahydro-1,3,5-trioxa-benzocyclohepten-7-ol 

Relevant academic research and scientific papers

Design and synthesis of simplified polycyclic ethers and evaluation of their interaction with an α-helical peptide as a model of target proteins

Two simplified pentacyclic ethers, having 6/7/6/6/7 and 6/7/6/7/7 ring systems, were synthesized. A convergent route based on the Suzuki-Miyaura cross-coupling strategy was applied to synthesize these two compounds. Interactions between α-helical peptide,

Syntheses of the AB and EFGH ring segments of gambierol

Stereocontrolled syntheses of the AB and EFGH ring systems of gambierol (1) are described. The two key intermediates 3 and 55, representing the AB and EFGH ring frameworks, were prepared from 2-deoxy-D-ribose via linear sequences. Brown's asymmetric allylboration and the intramolecular hetero-Michael reaction were successfully applied to the construction of the A ring moiety. Synthesis of the EFGH ring segment 55 was achieved by the SmI2 mediated reductive cyclization, constructing the EF ring bearing two 1,3-diaxial methyl groups, and the palladium catalyzed coupling of enol triflate and zinc bishomoenolate, making the GH ring moiety. Attempted convergent approaches toward the EFGH ring framework are also described.

Concise synthesis of cyclic ethers via the palladium-catalyzed coupling of ketene acetal triflates and organozinc reagents. Application to the iterative synthesis of polycyclic ethers

The reaction of the ketene acetal triflates 9a-e and a zinc homoenolate 10 in the presence of a catalytic amount of Pd(PPh3)4 gave the enol ethers 11a-e in good yields. The products were converted to the corresponding cyclic ethers 1

Concise synthesis of cyclic ethers via the palladium-catalyzed coupling of ketene acetal triflates and a zinc homoenolate. Synthesis of the DE and GH ring segments of gambierol

Concise syntheses of the DE and GH ring segments of gambierol (1) were achieved by the palladium-catalyzed coupling of ketene acetal triflates and a zinc homoenolate, followed by the hydroboration of the resulting cyclic enol ethers and subsequent lactoni