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Synlett 2022; 33(06): 581-584
DOI: 10.1055/s-0040-1719904
letter

Total Syntheses of Spirooliganones A and B

Masao Morita∗
a   Research Foundation ITSUU Laboratory, C1232 Kanagawa Science Park R and D Building, Takatu-ku, Kawasaki 213-0012, Japan
,
Nobuaki Nemoto
b   JEOL RESONANCE Inc., Musashino, Akishima, Tokyo 196-8558, Japan
,
Ken Ohmori
c   Department of Chemistry, Tokyo Institute of Technology, O-okayama, Meguro-ku, Tokyo 152-8551, Japan
› Author AffiliationsThis work was generously supported by funding from the Research Foundation ITSUU Laboratory.
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Abstract

This paper describes the total syntheses of spirooliganones A and B, which provides control over the stereochemistry of the spiro center via a cascade reaction involving the in situ formation of an o-quinone methide and a hetero-Diels–Alder reaction.

Key words

total synthesis - spirooliganones A and B - spiro center - hetero-Diels–Alder reaction - {19F}-1H HOESY

Supporting Information

    Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1719904.
  • Supporting Information


Publication History

Received: 10 December 2021

Accepted after revision: 07 February 2022

Article published online:
08 March 2022

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