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MHAT-initiated redox radical cyclization of alkenylsilane enables concise syntheses of (–)-habiterpenol and (+)-2,3-epi-habiterpenol

17 April 2023, Version 1
Working Paper
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

The concise syntheses of (–)-habiterpenol and (+)-2,3-epi-habiterpenol from (3aR)-(+)-sclareolide and 6-methoxyindanone in 11 and 12 steps, respectively, was enabled by the regioselective addition of the TMS-indenyl anion and facile stereoselective MHAT-initiated redox radical cyclization of alkenylsilane.

Keywords

total synthesis
MHAT

Supplementary materials

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Experimental procedures, additional tables, NMR data and spectra were included.
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Version History

Apr 17, 2023 Version 1

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The content is available under CC BY NC ND 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv-2023-c4w8x
D O I: 10.26434/chemrxiv-2023-c4w8x [opens in a new tab]

Author’s competing interest statement

The author(s) have declared they have no conflict of interest with regard to this content

Ethics

The author(s) have declared ethics committee/IRB approval is not relevant to this content

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