1950
DOI: 10.1021/ja01158a058
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Preparation and Reactions of Dialkoxytetrahydrofurans2

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Cited by 78 publications
(23 citation statements)
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“…Table 2 summarizes the NMR chemical shifts of t-e isomers o DADF isolated in the present investigation. As already mentioned with DMDF, one of the isomers, of which chemical shifts of the methine proton appeared a t a higher field than that of the other, was assigned to be cis, 5 taking into account the magnetic anisotropy of the double bond. The migration of the olefin proton peak of the cis isomer to a lower field in benzene can be explained by assuming the formation of a "loose complex" between the cis isomer and a benzene molecule3).…”
Section: Steric Structure Of the Model Compoundsmentioning
confidence: 76%
“…Table 2 summarizes the NMR chemical shifts of t-e isomers o DADF isolated in the present investigation. As already mentioned with DMDF, one of the isomers, of which chemical shifts of the methine proton appeared a t a higher field than that of the other, was assigned to be cis, 5 taking into account the magnetic anisotropy of the double bond. The migration of the olefin proton peak of the cis isomer to a lower field in benzene can be explained by assuming the formation of a "loose complex" between the cis isomer and a benzene molecule3).…”
Section: Steric Structure Of the Model Compoundsmentioning
confidence: 76%
“…A flask was charged with a solution of a dialdehyde (n = 2, succinaldehyde; [26] 3, glutaraldehyde [27] ) in CH 2 Cl 2 (40.0 mL, 0.300 M, 12.0 mmol) and cooled to 0 8C. Then the ylide Ph 3 PCHA C H T U N G T R E N N U N G (C=O)R (5.80 mmol) dissolved in CH 2 Cl 2 (10 mL) was added dropwise with stirring.…”
Section: Syntheses Of Educts O=cha C H T U N G T R E N N U N G (Ch 2 mentioning
confidence: 99%
“…A round-bottom flask was charged with a solution of succinaldehyde [26] in CH 2 Cl 2 (17.0 mL, 0.300 M, 5.20 mmol). Then Ph 3 PCHA C H T U N G T R E N N U N G (C=O)S-i-Pr (4.16 g, 11.0 mmol) dissolved in CH 2 Cl 2 (5 mL) was added with stirring.…”
Section: I-prsa C H T U N G T R E N N U N G (C=o)ch=chch 2 Ch 2 Ch=chmentioning
confidence: 99%
“…7 As we wished to avoid the use of strong acids, we investigated the use of aqueous acetic acid. The use of acetic acid would also mean that after hydrolysis sodium acetate could be added to generate a buffer of $pH 5 for the pyrrole formation.…”
mentioning
confidence: 99%