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Synthesis of stereoregular poly[(2S,3S)-benzyl β-3-methylmalate]

✍ Scribed by Christine Mabille; Michèle Masure; Patrick Hémery; Philippe Guérin

Publisher
John Wiley and Sons
Year
1996
Tongue
English
Weight
381 KB
Volume
17
Category
Article
ISSN
1022-1336

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✦ Synopsis

Abstract

The asymmetric lactone (3 S, 4 R)‐3‐methyl‐4‐benzyloxycarbonyl‐2‐oxetanone (6) was anionically polymerized to give an insoluble, crystalline, highly isotactic polymer with (2 S, 3 S)‐benzyl β‐3‐methylmalate repeating units. Solubility was achieved by copolymerization of 6 with the recemic (R, S)‐butyl malolactonate (7). The semicrystalline copolymer was characterized (M̄~n~ = 107 000, T~g~ = 29,6°C, T~m~ = 161°C, [α] = 1,5 deg · dm^−1^ · g^−1^ · cm^3^) and its stereosequence investigated by ^13^C NMR.

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