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1 article(s) from Yamamoto, Tatsuyuki

Qualitative evaluation of regioselectivity in the formation of di- and tri-6-O-tritylates of α-cyclodextrin

Keisuke Yoshikiyo,
Yoshihisa Matsui and
Tatsuyuki Yamamoto

Beilstein J. Org. Chem. 2015, 11, 1530–1540, doi:10.3762/bjoc.11.168

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Graphical Abstract

Scheme 1: Tritylates of α-CD examined in the present study and the reaction pathway. Letters A to F represent...

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Figure 1: UFLC chromatogram of three regioismers of di-6-O-trityl-α-CD with 50% aqueous acetonitrile as an el...

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Figure 2: UFLC chromatogram of four regioisomers of tri-6-O-trityl-α-CD with an eluent of acetonitrile/methan...

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Figure 3: A part of ¹³C NMR spectra of di-6-O-trityl-α-CD in DMSO-d₆ at 50 °C a) AD-isomer, b) AC-isomer, and...

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Scheme 2: A pathway of the conversion of a regioisomer of tri-6-O-trityl-α-CD (ABE isomer) to the correspondi...

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Figure 4: A part of ¹³C NMR spectra of tri-6-O-trityl-α-CD in DMSO-d₆ at 50 °C. a) ABE-isomer, b) ABD-isomer,...

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Figure 5: Time-course of the formation of mono- (left ordinate) and di-6-O-tritylates (right ordinate) of α-C...

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Figure 6: Time-course of the formation of the regioisomers of di-6-O-trityl-α-CD in a reaction of α-CD(Tr)₁ w...

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Figure 7: Time-course of the formation of the regioisomers of tri-6-O-trityl-α-CD in a reaction of AD-isomer ...

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Figure 8: Time-course of the formation of the regioisomers of tri-6-O-trityl-α-CD in a reaction of AC-isomer ...

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Figure 9: Time-course of the formation of the regioisomers of tri-6-O-trityl-α-CD in a reaction of the AB-iso...

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Figure 10: ¹H NMR spectra of α-CD (a) and the A,D-isomer (b) in DMSO-d₆ at 50 °C.

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Figure 11: A part of 2D ROESY spectrum of the A,D-isomer in DMSO-d₆ at 50 °C.

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Published 02 Sep 2015

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