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Issue 12, 2015
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The total synthesis of (−)-cryptocaryol A

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Abstract

A stereoselective total synthesis of (−)-cryptocaryol A (1) is described. Key features of the 17-step route include the use of three boron-mediated aldol reaction–reduction sequences to control all stereocenters and an Ando modification of the Horner–Wadsworth–Emmons olefination that permitted the installation of the Z double bond of the α-pyrone ring.

Graphical abstract: The total synthesis of (−)-cryptocaryol A

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Supplementary files

Article information


Submitted
14 Jan 2015
Accepted
06 Feb 2015
First published
10 Feb 2015

Org. Biomol. Chem., 2015,13, 3575-3584
Article type
Communication
Author version available

The total synthesis of (−)-cryptocaryol A

L. C. Dias, P. K. Kuroishi and E. C. de Lucca, Org. Biomol. Chem., 2015, 13, 3575
DOI: 10.1039/C5OB00080G

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