Synthesis of 3'-deoxyribolactones using a hydrolysis-induced lactonization cascade reaction of epoxy cyanohydrins

D.J. Vugts, H. Aktas, K. Al-Mafraji, F.J.J. de Kanter, E. Ruijter, M.B. Groen, R.V.A. Orru

Research output: Contribution to JournalArticleAcademicpeer-review

Abstract

The synthesis of 3′-deoxyribolactones was accomplished in a few steps from the commercially available 3-decyn-1-ol in 44% overall yield. The key transformation comprises a one-pot four-reaction hydrolysis-induced lactonization cascade. The strategy was employed to efficiently access optically active 5′-chloro-3′-deoxyribolactones. © Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
Original languageEnglish
Pages (from-to)1336-1339
JournalEuropean Journal of Organic Chemistry
Issue number8
DOIs
Publication statusPublished - 2008

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hydrolysis
Hydrolysis
cascades
synthesis
cyanohydrin

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title = "Synthesis of 3'-deoxyribolactones using a hydrolysis-induced lactonization cascade reaction of epoxy cyanohydrins",
abstract = "The synthesis of 3′-deoxyribolactones was accomplished in a few steps from the commercially available 3-decyn-1-ol in 44{\%} overall yield. The key transformation comprises a one-pot four-reaction hydrolysis-induced lactonization cascade. The strategy was employed to efficiently access optically active 5′-chloro-3′-deoxyribolactones. {\circledC} Wiley-VCH Verlag GmbH & Co. KGaA, 2008.",
author = "D.J. Vugts and H. Aktas and K. Al-Mafraji and {de Kanter}, F.J.J. and E. Ruijter and M.B. Groen and R.V.A. Orru",
year = "2008",
doi = "10.1002/ejoc.200701152",
language = "English",
pages = "1336--1339",
journal = "European Journal of Organic Chemistry",
issn = "1434-193X",
publisher = "Wiley-VCH Verlag",
number = "8",

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Synthesis of 3'-deoxyribolactones using a hydrolysis-induced lactonization cascade reaction of epoxy cyanohydrins. / Vugts, D.J.; Aktas, H.; Al-Mafraji, K.; de Kanter, F.J.J.; Ruijter, E.; Groen, M.B.; Orru, R.V.A.

In: European Journal of Organic Chemistry, No. 8, 2008, p. 1336-1339.

Research output: Contribution to JournalArticleAcademicpeer-review

TY - JOUR

T1 - Synthesis of 3'-deoxyribolactones using a hydrolysis-induced lactonization cascade reaction of epoxy cyanohydrins

AU - Vugts, D.J.

AU - Aktas, H.

AU - Al-Mafraji, K.

AU - de Kanter, F.J.J.

AU - Ruijter, E.

AU - Groen, M.B.

AU - Orru, R.V.A.

PY - 2008

Y1 - 2008

N2 - The synthesis of 3′-deoxyribolactones was accomplished in a few steps from the commercially available 3-decyn-1-ol in 44% overall yield. The key transformation comprises a one-pot four-reaction hydrolysis-induced lactonization cascade. The strategy was employed to efficiently access optically active 5′-chloro-3′-deoxyribolactones. © Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

AB - The synthesis of 3′-deoxyribolactones was accomplished in a few steps from the commercially available 3-decyn-1-ol in 44% overall yield. The key transformation comprises a one-pot four-reaction hydrolysis-induced lactonization cascade. The strategy was employed to efficiently access optically active 5′-chloro-3′-deoxyribolactones. © Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

U2 - 10.1002/ejoc.200701152

DO - 10.1002/ejoc.200701152

M3 - Article

SP - 1336

EP - 1339

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

SN - 1434-193X

IS - 8

ER -