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Synthesis of optically active azetidin-2-ones from L-threonine

✍ Scribed by Hiroaki Yanagisawa; Akiko Ando; Masao Shiozaki; Tetsuo Hiraoka

Book ID: 104217063
Publisher: Elsevier Science
Year: 1983
Tongue: French
Weight: 224 KB
Volume: 24
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)81597-x

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✦ Synopsis

In a previous paper1 we described the stereocontrolled synthesis of the 3S-(lR-hyroxyethyl)-4R-carboxyazetidin-Z-one derivative, an important intermediate of the from the carbapenem antibiotics, from L-threonine.

Our strategy was as follows: the negatively charged 2 carbon in 2 prepared from L-threonine 1 via ZS-bromo-3R-hydroxybutyric acid 2 attacks the

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