Highly Efficient and General Synthetic Method of Various Retinyl Ethers
Bromination of 4 by PBr3 under Cu(I) catalyst produces the ambidextrous allylic halide 5 regioselectively and stereoselectively. Hetero nucleophiles distinguish the allylic carbon containing Br from the one containing Cl in 5 to give the heteroatom-substituted C5 allylic chloride 3. The Julia olefination reaction with the C15 sulfone 2 provides diverse retinyl ethers 1.
Lee, Jun Sup,Jeong, Young Cheol,Ji, Minkoo,Baik, Woonphil,Lee, Sijoon,Koo, Sangho
p. 1937 - 1940
(2007/10/03)
Short synthetic route to retinoids through dialkylation of 3-methyl-3-sulfolene
The C20-retinoid carbon skeleton has been synthesised through sequential alkylations of 3-methyl-3-sulfolene with bromomethyl methyl ether followed by C14-aldehyde to give dialkyl sulfolene which on further desulfonylation and dehydration yielded retinol methyl ether.
Subramanian,Padmakumar,Bhat, Sujata V.
p. 2585 - 2586
(2007/10/03)
REGIOSELECTIVE PHOTOISOMERISATION OF RETINOLACETATE
Regioselective photoisomerisation of retinolacetate undergoing at tri-substituted double bonds upon singlet and triplet excitation and its ionic photodissociation process originating from singlet excited state is reported.
Rao, V. Jayathirtha,Bhalerao, U. T.
p. 3441 - 3444
(2007/10/02)
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