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A short synthesis of (s)-5-hydroxymethyl-(5h)-furan-2-one and derivatives from d-ribonolactone

✍ Scribed by P. Camps; J. Font; O. Ponsati

Publisher
Elsevier Science
Year
1981
Tongue
French
Weight
133 KB
Volume
22
Category
Article
ISSN
0040-4039

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✦ Synopsis

we describe a short synthesis of iS)-5-hydroxymethyZ-15Hl-furan-2-one and some 5-O--derivatives, which are being used as key starting products for th; synthesis of several antylmkamic Zignan la&ones, from D-ribonoLactone. -Recently, Koga has published two articles describing the use of (L)-5-benzyloxymethyl-(5H)--furan-Z-one1 , 8, and (S)-5-trityloxymethyl-(5H)-furan-Z-one*,

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## Abstract The homochiral 1,3‐dioxanes 8a–e with a 2‐bromophenyl substituent in position 2 and an electrophilic group in position 4 were stereo‐ and regioselectively prepared from the (__S__)‐malic acid derivatives 6a, 6b, 11, and 14. Attempts to prepare the tricycles 5a–c by connecting the 2‐phen