Synthesen von Chromanderivaten mit dem Ringsystem des α‐Tokopherols (II. Mitteil.)

John, W.; Günther, Philipp

doi:10.1002/cber.19390720904

Cited by 3 publications

(3 citation statements)

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“…The structure of this chroman also was proved by an independent synthesis This same chroman (XVIII) has also been synthesized in other ways (66,68,125), so that there can be no doubt as to its structure; it is also the product of the reaction between trimethylhydroquinone and isoprene (122,126,128), a fact which has an important bearing upon the mechanism of these condensations (128).…”

Section: -85°cmentioning

confidence: 83%

“…145°C. Yet the series of reactions involving compounds LII, LV, LVI, LVII, and XXXIII has been reported (66). The last step, from LVII to XXXIII, involved the action of hydrobromic acid upon a solution of the ketone LVII in acetic acid, whereby the methoxyl groups were cleaved, and, simultaneously, reduction and ring closure occurred.…”

Section: Hac^chsmentioning

confidence: 99%

“…The ketone LVII has been synthesized in two different ways (66, 125), and addition of RMgX to this ketone (R = CHs and C12H25), followed by cleavage of the ether linkages by hydrobromic acid leads directly to the chroman LVIII (66). Finally, the introduction of the second substituent into the «-position of a p-hydroxychroman has been achieved, starting with the monosubstituted chroman (68), through the series of compounds LIX to LXIV.…”

Section: -Tocopherolmentioning

confidence: 99%

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The Chemistry of Vitamin E.

Smith¹

1940

Chem. Rev.

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Section: -85°cmentioning

confidence: 83%

Section: Hac^chsmentioning

confidence: 99%

Section: -Tocopherolmentioning

confidence: 99%

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The Chemistry of Vitamin E.

Smith¹

1940

Chem. Rev.

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Synthesen von Chromanderivaten mit dem Ringsystem des α‐Tokopherols, V. Mitteil.: Synthese des Iso‐α‐tokopherols aus Pseudocumo‐hydrochinon‐mono‐methyläther

John

Rathmann

1941

Ber. dtsch. Chem. Ges. A/B

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890 J o h n , Rathmann: S?mthescn won Chrcmandericaten [Tahrg. 74 5.083 mg Sbst.: 13.330 mg CO,, 5.630 mg H,O. -3.359 mg Sbst.: 0.149 ccm N Das Allophanat des Cetylalkohols bleibt, wenn es in nennenswerten Mengen vorhanden ist, in den bezolunloslichen Ruckstiinden der Allophanierung, aus denen es mit heil3em khanol herausgelost und umkrystallisiert werden kann. Es krystallisiert in schonen Nadeln vom Schmp. 153O. 2.893 mg Sbst.: 6.940 mg CO,, 2.810 mg H,O. -2.776 mg Sbst.: 0.206 ccm N @lo, 760 mm). 114. Walter John u. Franz H. Rathmann: Synthesen von Chromanderivaten mit dem Ringsystem des a-Tokopherols, V. Mitteil.: Synthese des Iso-a-tokopherols aus Pseudocumohydrochinon-mono-methylather *) . [Aus d. Allgem. chem. Universitatslaborat. Gottingen.] (Eingegangen am 8. April 1941.) *) IV. Mitteil., s. vorangehende Arbeit. l) J o h n u. Giinther, B. 72, 1649 [1939]. *) S m i t h , Ungnade, Opie, Prichard, Carlin u. Kaiser, Journ. org. Chemistry 4, 323 [1939]. *) Nach AbschluD dieser Arbeit erhielten wir Kenntnis von einer neueren Arbeit von S m i t h , Ungnade u. Irwin, Journ. Amer. chem. Soc. 62, 142 [1940], nach der es den Autoren gelungen ist, mit iiberschiissigem Grignard-Reagens wenigstens e k e teilweise hherspaltung zu erzielen, die indessen nur qualitativ nachweisbar war.

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Strain-Free Sextet-Resonant Benzenoids and Their Antisextet Dualists

Balaban

Schmalz

2006

J. Chem. Inf. Model.

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By introducing antisextet dualists of sextet-resonant benzenoids that have only "full" and "empty" rings as defined by Clar, it was possible to devise a simple algorithm for an exhaustive enumeration of such sextet-resonant benzenoids (SRBs). Several relationships between invariants of such SRBs are described. All possible SRBs with up to 10 sextet rings are enumerated. A unique coding of SRBs is presented, based on the peripheral "sextet-polyphenyl-necklace" formed by the benzenoid rings circumscribing the SRB.

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Synthesen von Chromanderivaten mit dem Ringsystem des α‐Tokopherols (II. Mitteil.)

Cited by 3 publications

References 5 publications

The Chemistry of Vitamin E.

The Chemistry of Vitamin E.

Synthesen von Chromanderivaten mit dem Ringsystem des α‐Tokopherols, V. Mitteil.: Synthese des Iso‐α‐tokopherols aus Pseudocumo‐hydrochinon‐mono‐methyläther

Strain-Free Sextet-Resonant Benzenoids and Their Antisextet Dualists

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