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

doi:10.1002/ejoc.200701152

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

Organic Chemistry

Research output: Contribution to Journal › Article › Academic › peer-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 language	English
Pages (from-to)	1336-1339
Journal	European Journal of Organic Chemistry
Issue number	8
DOIs	https://doi.org/10.1002/ejoc.200701152
Publication status	Published - 2008

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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. {\textcopyright} 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",

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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

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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.

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M3 - Article

SN - 1434-193X

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EP - 1339

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

IS - 8

ER -

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

Abstract

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