- Stereoselective synthesis of 3-oxygenated-ds-dialkyl-2,5-substituted tetrahydrofurans from cyclohexadienediols
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(Chemical Equation Presented) The 3-oxygenated-cis-dialkyl-2,5-substituted tetrahydrofuran system, present in several natural products, was prepared with good selectivity by acidic cyclization of 5-alkene-1,2,4-triol derivatives. The starting alkenol was
- Brovetto, Margarita,Seoane, Gustavo
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p. 5776 - 5785
(2008/12/21)
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- Oxazoline N-oxide-mediated [2 + 3] cycloadditions: Application to a total synthesis of the hypocholesterolemic agent 1233A
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Oxetanone 1233A 1 has been synthesized in 22 steps and 3.43% overall yield from 3-methylglutaric anhydride. Asymmetric carbon at C7 was introduced by a diastereoselective esterification of 3-methylglutaric anhydride, whereas the two asymmetric carbons at C2' and C3' were controlled by an asymmetric [2 + 3] cycloaddition using camphor-derived oxazoline N-oxide as dipole.
- Dirat, Olivier,Kouklovsky, Cyrille,Langlois, Yves
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p. 6634 - 6642
(2007/10/03)
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- SYNTHESIS OF A PHOTOSYNTHETIC MODEL COMPOUND WITH A LONG ALKYL CHAIN AND ITS INCORPORATION INTO BOVINE SERUM ALBUMIN
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Quinone-linked porphyrin 1 having a long alkyl chain was synthesized and fixed it into bovine serum albumin (BSA) for getting the information about the effect of protein upon photosynthetic electron transfer.The complex of the reference compound 19 lacking quinone with BSA showed fluorescence, while BSA-1 did not fluoresce at all.
- Sakata, Yoshiteru,Hirano, Yasuhiro,Tatemitsu, Hitoshi,Misumi, Soichi,Ochiai, Hideo,Shibata, Hitoshi
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p. 4717 - 4728
(2007/10/02)
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- 2-Hydroxy-4-(substituted) phenyl cycloalkanes and derivatives
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Compounds having the formula STR1 R1 is hydrogen, benzyl or an ester moiety; Y is --CH(R2 ")CH(R2)-- or--CH(R3)CH2 --; R2 " is hydrogen or methyl; R2 is OH or X-substituted (C1-6)alkyl; R3 is OH, cyano or X-substituted (C1-3) alkyl; X is --OR6, --SR6, --S(O)R6, --S(O)2 R6, --NR6 R7, --COOR7, --CONR7 R8 or oxo; with the proviso that when X is --NR6 R7, --COOR7 or --CONR7 R8, said group is located on the terminal carbon atom of R2 or R3 ; R6 is hydrogen, (C1-6)alkyl or acetyl; each of R7 and R8 is hydrogen or (C1-6)alkyl; s is an integer of 1 or 2; with the proviso that when R6 is acetyl, R7 is hydrogen and X is other than S(O)R6 or S(O)2 R6 ; Z--W is alkyl, phenylalkyl or pyridylalkyl which can have an oxygen atom as part of the alkyl chain, and their use as CNS agents, antidiarrheals and antiemetics. Processes for their preparation and intermediates therefor are described.
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