Asymmetric total synthesis of erythromycin. 2. synthesis of an erythronolide A lactone system

Woodward, R. B. ; Au-Yeung, B. W. ; Balaram, P. ; Browne, L. J. ; Ward, D. E. ; Card, P. J. ; Chen, C. H. (1981) Asymmetric total synthesis of erythromycin. 2. synthesis of an erythronolide A lactone system Journal of the American Chemical Society, 103 (11). pp. 3213-3215. ISSN 0002-7863

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Official URL: http://pubs.acs.org/doi/abs/10.1021/ja00401a050

Related URL: http://dx.doi.org/10.1021/ja00401a050

Abstract

In reporting a total synthesis of erythromycin (la) we described in the preceding paper1 the synthesis of the erythronolide A seco acid derivative 2 in optically active form. In this paper we wish to report a successful transformation of 2 to 12 (synthetically equivalent to erythronolide A) via lactonization and also demonstrate that the proper functionalization of a substrate is critical for the successful lactonization.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:4187
Deposited On:18 Oct 2010 09:14
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