4.4 Article

Synthesis of the seed germination stimulant 3-methyl-2H-furo[2,3-c]pyran-2-ones utilizing direct and regioselective Ti-crossed aldol addition

Journal

TETRAHEDRON LETTERS
Volume 49, Issue 29-30, Pages 4509-4512

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2008.05.052

Keywords

seed germination; aldol addition; titanium tetrachloride; furanone; pyranone

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3-Methyl-2H-furo[2,3-c]pyran-2-ones 1 and 2, a unique and remarkable seed germination stimulant, and its analogue were synthesized using direct and regioselective Ti-crossed aldol addition between dihydro-2H-pyran-3(4H)-ones and methyl pyruvate as the key step, followed by furanone formation. (c) 2008 Elsevier Ltd. All rights reserved.

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