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Synlett 1997; 1997(5): 551-552
DOI: 10.1055/s-1997-3229
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Facile Synthesis of 3,4-Dihydro-α-pyrones via Michael Reaction-O-Acylation Sequences

Shû Kobayashi* , Mitsuhiro Moriwaki
  • *Department of Applied Chemistry, Faculty of Science, Science University of Tokyo (SUT), and CREST, Japan Science and Technology Corporation (JST), Kagurazaka, Shinjuku-ku, Tokyo 162, Japan, Fax 3-3260-4726
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Publication Date:
31 December 2000 (online)

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3,4-Dihydro-α-pyrones were prepared in excellent yields with high stereoselectivities by the trityl salt-catalyzed Michael reaction and sequential intramolecular O-acylation of the intermediary silyl enol ethers using a mercury (II) salt (one-pot reaction).

3,4-dihydro-α-pyrone - Michael reaction - lactonization - O-acylation - trityl salt - silyl enol ether