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1 article(s) from Saha, Manabendra

Systematic investigations on the reduction of 4-aryl-4-oxoesters to 1-aryl-1,4-butanediols with methanolic sodium borohydride

Subrata Kumar Chaudhuri,
Manabendra Saha,
Amit Saha and
Sanjay Bhar

Beilstein J. Org. Chem. 2010, 6, 748–755, doi:10.3762/bjoc.6.94

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Scheme 1: Facile reduction of γ-aryl-γ-ketoesters to the corresponding diols with methanolic NaBH₄ at room te...

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Scheme 2: Facile reduction of γ-aryl-α,β-unsaturated-γ-ketoesters to the diols with methanolic NaBH₄ at room ...

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Scheme 3: Facile reduction of γ-alkyl-γ-ketoester to the corresponding lactone with methanolic NaBH₄ at room ...

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Scheme 4: Reduction of methyl o-benzoylbenzoate with methanolic NaBH₄.

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Scheme 5: Reluctance of ester 8 towards reduction with methanolic NaBH₄ at room temperature.

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Scheme 6: Intermediacy of a lactone in the formation of diol.

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Scheme 7: Diol formation from γ-aryl-α,β-unsaturated-γ-ketoester through the intermediacy of a saturated lact...

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Figure 1: Mechanistic rationale for diol formation during the reduction of a γ-aryl-α,β-unsaturated-γ-ketoest...

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Scheme 8: Intermediacy of γ-aryl-α,β-unsaturated-γ-hydroxyester during the reduction of γ-aryl-α,β-unsaturate...

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Scheme 9: Reduction of γ-aryl-α,β-anti-dibromo-γ-ketoester with methanolic NaBH₄.

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Scheme 10: Intermediacy of γ-aryl-α,β-unsaturated-γ-hydroxyester during the reduction of γ-aryl-α,β-anti-dibro...

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Scheme 11: Chemoselective reduction of keto group in the presence of ester moiety where structural rigidity pr...

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Published 02 Sep 2010

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