Studies on structurally simple α,β-butenolides-II. (-)-(S)-γ-hydroxymethyl-α,β-butenolide and derivatives from d-ribonolactone efficient synthesis of (-)-ranunculin

P. Camps; J. Cardellach; J. Font; R. M. Ortuño; O. Ponsati

doi:10.1016/0040-4020(82)87017-8

Studies on structurally simple α,β-butenolides-II. (-)-(S)-γ-hydroxymethyl-α,β-butenolide and derivatives from d-ribonolactone efficient synthesis of (-)-ranunculin

P. Camps, J. Cardellach, J. Font, R. M. Ortuño, O. Ponsati

Department of Chemistry

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Abstract

A short synthesis of the title compound, 16, from d-ribonolactone is described. Two alternative approaches differing in the timing of the CC double bond creation are used to prepare some chiral derivatives of 16. (-)-Ranunculin, a glycoside present in Ranunculaceae, has been synthesized for the first time. © 1982.

Original language	English
Pages (from-to)	2395-2402
Journal	Tetrahedron
Volume	38
Issue number	15
DOIs	https://doi.org/10.1016/0040-4020(82)87017-8
Publication status	Published - 1 Jan 1982

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title = "Studies on structurally simple α,β-butenolides-II. (-)-(S)-γ-hydroxymethyl-α,β-butenolide and derivatives from d-ribonolactone efficient synthesis of (-)-ranunculin",

abstract = "A short synthesis of the title compound, 16, from d-ribonolactone is described. Two alternative approaches differing in the timing of the CC double bond creation are used to prepare some chiral derivatives of 16. (-)-Ranunculin, a glycoside present in Ranunculaceae, has been synthesized for the first time. {\textcopyright} 1982.",

author = "P. Camps and J. Cardellach and J. Font and Ortu{\~n}o, {R. M.} and O. Ponsati",

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T1 - Studies on structurally simple α,β-butenolides-II. (-)-(S)-γ-hydroxymethyl-α,β-butenolide and derivatives from d-ribonolactone efficient synthesis of (-)-ranunculin

AU - Camps, P.

AU - Cardellach, J.

AU - Font, J.

AU - Ortuño, R. M.

AU - Ponsati, O.

PY - 1982/1/1

Y1 - 1982/1/1

N2 - A short synthesis of the title compound, 16, from d-ribonolactone is described. Two alternative approaches differing in the timing of the CC double bond creation are used to prepare some chiral derivatives of 16. (-)-Ranunculin, a glycoside present in Ranunculaceae, has been synthesized for the first time. © 1982.

AB - A short synthesis of the title compound, 16, from d-ribonolactone is described. Two alternative approaches differing in the timing of the CC double bond creation are used to prepare some chiral derivatives of 16. (-)-Ranunculin, a glycoside present in Ranunculaceae, has been synthesized for the first time. © 1982.

U2 - 10.1016/0040-4020(82)87017-8

DO - 10.1016/0040-4020(82)87017-8

M3 - Article

VL - 38

SP - 2395

EP - 2402

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 15

ER -

Studies on structurally simple α,β-butenolides-II. (-)-(S)-γ-hydroxymethyl-α,β-butenolide and derivatives from d-ribonolactone efficient synthesis of (-)-ranunculin

Abstract

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