CONVENIENT PREPARATIONS OF 2,3-DIHYDRO-4H-PYRAN-4-ONES FROM D-GLUCAL TRIACETATE - SELECTIVE OXIDATIONS OF ALYLLIC ACETATES AND ALLYLIC SILYL ETHERS USING N-BROMOSUCCINIMIDE
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BOUILLOT, A
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ECOLE POLYTECH,SYNTHESE ORGAN LAB,F-91128 PALAISEAU,FRANCEECOLE POLYTECH,SYNTHESE ORGAN LAB,F-91128 PALAISEAU,FRANCE
BOUILLOT, A
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KHAC, DD
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ECOLE POLYTECH,SYNTHESE ORGAN LAB,F-91128 PALAISEAU,FRANCEECOLE POLYTECH,SYNTHESE ORGAN LAB,F-91128 PALAISEAU,FRANCE
KHAC, DD
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FETIZON, M
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ECOLE POLYTECH,SYNTHESE ORGAN LAB,F-91128 PALAISEAU,FRANCEECOLE POLYTECH,SYNTHESE ORGAN LAB,F-91128 PALAISEAU,FRANCE
FETIZON, M
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GUIR, F
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ECOLE POLYTECH,SYNTHESE ORGAN LAB,F-91128 PALAISEAU,FRANCEECOLE POLYTECH,SYNTHESE ORGAN LAB,F-91128 PALAISEAU,FRANCE
GUIR, F
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MEMORIA, Y
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ECOLE POLYTECH,SYNTHESE ORGAN LAB,F-91128 PALAISEAU,FRANCEECOLE POLYTECH,SYNTHESE ORGAN LAB,F-91128 PALAISEAU,FRANCE
MEMORIA, Y
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[1] ECOLE POLYTECH,SYNTHESE ORGAN LAB,F-91128 PALAISEAU,FRANCE
N-Bromosuccinimide (1.1 eq) in the presence of potassium carbonate (2 eq) and a catalytic amount of dibenzoyl peroxide converts the allylic acetates and the allylic silyl ethers (O-TBDMS or O-SiEt3) of secondary allylic alcohols, derived from D-glucal 3a into corresponding dihydro gamma-pyrones 2.