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. 2007 Feb 1;9(3):533-6.
doi: 10.1021/ol0629869.

Stereoselective synthesis of the C(1)-C(19) fragment of tetrafibricin

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Stereoselective synthesis of the C(1)-C(19) fragment of tetrafibricin

Ricardo Lira et al. Org Lett. .

Abstract

[reaction: see text] A stereoselective synthesis of the C(1)-C(19) fragment of tetrafibricin has been accomplished via a highly diastereoselective double allylboration reaction of 6-8 and an iodonium ion promoted urethane cyclization for the installation of the C(15) alkoxy function in 3.

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Figures

Figure 1
Figure 1
Tetrafibricin Retrosynthetic Analysis.
Scheme 1
Scheme 1
Synthesis of Benzyl Carbamate 13
Scheme 2
Scheme 2
Synthesis of Aldehyde 16
Scheme 3
Scheme 3
Completion of the Synthesis of the C(1)-C(19) Fragment 3 of Tetrafibricin

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