The Total Synthesis of Chondrochloren A

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Date
2021
Volume
60
Issue
13
Journal
Angewandte Chemie International Edition
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Publisher
Weinheim : Wiley-VCH
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Abstract

The first total synthesis of chondrochloren A is accomplished using a 1,2-metallate rearrangement addition as an alternative for the Nozaki-Hiyama-Kishi reaction. This transformation also avoids the inherent challenges of this polyketide segment and provides a new, unprecedented strategy to assemble polyketidal frameworks. The formation of the Z-enamide is accomplished using a Z-selective cross coupling of the corresponding amide to a Z-vinyl bromide.

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CC BY-NC-ND 4.0 Unported