Synthesis of acyloin natural products by Mukaiyama hydration†
Michael
Ricca, 
a
Jiaqi
Li,
a
Thomas
Fellowes,
a
Jonathan M.
White,
a
Paul S.
Donnelly
a
and
Mark A.
Rizzacasa
*a
a
Jiaqi
Li,
a
Thomas
Fellowes,
a
Jonathan M.
White,
a
Paul S.
Donnelly
a
and
Mark A.
Rizzacasa
*a
Abstract
The acyloin natural products are a family of bioactive compounds isolated from fungi and myxobacteria. The total synthesis of 7 members of the acyloin family was achieved via a HWE reaction followed by Mukaiyama–Isayama hydration, using novel Co(II) and Co(III) Schiff base SALPN complexes as catalysts for the key enone hydration step. Furthermore, we have shown that a mild acyloin rearrangement is possible under Mukaiyama hydration conditions, which was crucial in the success of this approach.
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