Multigram Synthesis\nof 3,3-Spiro-α-prolines

A series of novel spirocyclic α-proline building\nblocks with\na spiro conjunction in position 3 of the pyrrolidine ring was prepared\nto employ two convenient and practical synthetic approaches. Both\nalternative routes utilize simple and readily available starting materialscyclic\nketones and estersand comprise 6 and 7 steps, respectively.\nThe methodologies feature distinct advantages, using routine organic\nchemistry transformations, and are suitable for producing multigram\namounts of the target prolines. The approach also became valuable\nfor spirocyclic pyroglutamic acids.

Publication Details

Journal
Figshare
Published
2024-12-10
DOI
https://doi.org/10.1021/acs.joc.4c02019.s001
Primary Topic
Advanced Synthetic Organic Chemistry
Type
article
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article

Multigram Synthesis\nof 3,3-Spiro-α-prolines

Figshare
Advanced Synthetic Organic Chemistry
article

Multigram Synthesis\nof 3,3-Spiro-α-prolines

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Abstract

A series of novel spirocyclic α-proline building\nblocks with\na spiro conjunction in position 3 of the pyrrolidine ring was prepared\nto employ two convenient and practical synthetic approaches. Both\nalternative routes utilize simple and readily available starting materialscyclic\nketones and estersand comprise 6 and 7 steps, respectively.\nThe methodologies feature distinct advantages, using routine organic\nchemistry transformations, and are suitable for producing multigram\namounts of the target prolines. The approach also became valuable\nfor spirocyclic pyroglutamic acids.

Figshare
Openalex Percentile: Top 80%
Advanced Synthetic Organic Chemistry
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Multigram Synthesis\nof 3,3-Spiro-α-prolines · Figshare (2024) | TGRS Research Map | TGRS