Tetrahedron letters2022,Vol.885.DOI:10.1016/j.tetlet.2021.153574

Regioselective functionalization of pyrones: Facile synthesis of 6-styrylpyrones via KHMDS-mediated aldol condensation

Samala, Ramakrishna Basu, Manas K. Mukkanti, K.
Tetrahedron letters2022,Vol.885.DOI:10.1016/j.tetlet.2021.153574

Regioselective functionalization of pyrones: Facile synthesis of 6-styrylpyrones via KHMDS-mediated aldol condensation

Samala, Ramakrishna 1Basu, Manas K. 1Mukkanti, K.2
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作者信息

  • 1. GVK Biosci Pvt Ltd
  • 2. Jawaharlal Nehru Technol Univ
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Abstract

Herein, we disclose our efforts directed toward the synthesis of the kavalactone-based natural product penstyrylpyrone and other related 4-OMe-2-pyrones possessing diverse substituents at the 3-, 5-, and 7-positions. Further, a facile approach to access 6-styrylpyrones via the KHMDS-mediated regioselective aldol condensation of 2-pyrones is described with moderate substrate scope and good to high yields (58- 80%). The utility of this methodology was exemplified by the stereoselective construction of desmethoxyyangonin, asnipyrone A, and asnipyrone B. (c) 2021 Elsevier Ltd. All rights reserved.

Key words

Kavalactone/Styryl pyrone/Ansipyrone B/Claisen reaction/Aldol reaction/POLYKETIDE SYNTHASES/EFFICIENT SYNTHESIS/POLYGALA-SABULOSA/DERIVATIVES/STRATEGY/FUNGUS/BETA/DELTA-DIKETO/LUTEORETICULIN/BIOSYNTHESIS/METABOLITES

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出版年

2022
Tetrahedron letters

Tetrahedron letters

CCR
ISSN:0040-4039
被引量2
参考文献量60
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