Novel methodologies for the synthesis of functionalized pyroglutamates

Srinivas Tekkam; M. A. Alam; Subash C. Jonnalagadda; Venkatram R. Mereddy

doi:10.1039/c0cc05609j

Novel methodologies for the synthesis of functionalized pyroglutamates

Srinivas Tekkam
, M. A. Alam
, Subash C. Jonnalagadda
, Venkatram R. Mereddy

Chemistry

Research output: Contribution to journal › Article › peer-review

36 Scopus citations

Abstract

Alkylation of amino-acid derived iminoesters with Baylis-Hillman (BH) template based allyl bromides furnished α-methylene-β-substituted-pyroglutamates, while the corresponding alkylation with BH derived allylic acetates provided α-alkylidene-pyroglutamates. These methodologies have been applied in the synthesis of fused [3.2.0]-γ-lactam-β-lactones.

Original language	English (US)
Pages (from-to)	3219-3221
Number of pages	3
Journal	Chemical Communications
Volume	47
Issue number	11
DOIs	https://doi.org/10.1039/c0cc05609j
State	Published - Mar 1 2011

All Science Journal Classification (ASJC) codes

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
General Chemistry
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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abstract = "Alkylation of amino-acid derived iminoesters with Baylis-Hillman (BH) template based allyl bromides furnished α-methylene-β-substituted-pyroglutamates, while the corresponding alkylation with BH derived allylic acetates provided α-alkylidene-pyroglutamates. These methodologies have been applied in the synthesis of fused [3.2.0]-γ-lactam-β-lactones.",

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AU - Tekkam, Srinivas

AU - Alam, M. A.

AU - Jonnalagadda, Subash C.

AU - Mereddy, Venkatram R.

PY - 2011/3/1

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N2 - Alkylation of amino-acid derived iminoesters with Baylis-Hillman (BH) template based allyl bromides furnished α-methylene-β-substituted-pyroglutamates, while the corresponding alkylation with BH derived allylic acetates provided α-alkylidene-pyroglutamates. These methodologies have been applied in the synthesis of fused [3.2.0]-γ-lactam-β-lactones.

AB - Alkylation of amino-acid derived iminoesters with Baylis-Hillman (BH) template based allyl bromides furnished α-methylene-β-substituted-pyroglutamates, while the corresponding alkylation with BH derived allylic acetates provided α-alkylidene-pyroglutamates. These methodologies have been applied in the synthesis of fused [3.2.0]-γ-lactam-β-lactones.

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Novel methodologies for the synthesis of functionalized pyroglutamates

Abstract

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