Stereoselective Convergent Synthesis of Carbon Skeleton of Cotylenin A Aglycone

Motoi Kuwabara; Ami Matsuo; Shogo Kamo; Akinobu Matsuzawa; Kazuyuki Sugita

doi:10.1055/s-0040-1706684

Synthesis, Table of Contents

Synthesis 2021; 53(12): 2092-2102
DOI: 10.1055/s-0040-1706684

paper

Stereoselective Convergent Synthesis of Carbon Skeleton of Cotylenin A Aglycone

Motoi Kuwabara

,

Ami Matsuo

,

Shogo Kamo

,

Akinobu Matsuzawa

,

Kazuyuki Sugita ∗

Abstract

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Abstract

In this paper, the synthesis of the carbon skeleton of cotylenin A aglycone is described. The key reactions, including an intramolecular aldol reaction, an aldol coupling reaction, and a ring-closing metathesis, allow for the effective and stereoselective access to the carbon skeleton of cotylenin A aglycone. The stereochemistry was confirmed by single-crystal X-ray crystallographic analyses of related compounds.

Key words

cotylenin A - cotylenol - carbocycles - polycycles - natural products - ring-closing metathesis

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References

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Supplementary Material

Supporting Information