Intermediates for the synthesis of 4-substituted proline derivatives

SR Crosby; RB Sessions; CL Willis

doi:10.1055/s-0029-1219372

Intermediates for the synthesis of 4-substituted proline derivatives

SR Crosby, RB Sessions, CL Willis

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Abstract

chemoenzymatic synthesis of a series of 2-hydroxy-5-nitro-4-substituted esters is described that uses two biotransformations in a single-pot process in which a kinetic resolution/reduction occurs. The products are valuable intermediates for the preparation of 4-substituted prolines and 5-substituted 3-hydroxypiperidinones as illustrated by the preparation of (2R,4R)-4-methylproline and (3S,5R)-3-hydroxy-5-methylpiperidinone.

Translated title of the contribution	Intermediates for the synthesis of 4-substituted proline derivatives
Original language	English
Pages (from-to)	539 - 542
Number of pages	4
Journal	Synlett
Volume	2010 (4)
DOIs	https://doi.org/10.1055/s-0029-1219372
Publication status	Published - Mar 2010

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Organic & Biological

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@article{f9f13dfb102f4827978eab1585da7031,

title = "Intermediates for the synthesis of 4-substituted proline derivatives",

abstract = "chemoenzymatic synthesis of a series of 2-hydroxy-5-nitro-4-substituted esters is described that uses two biotransformations in a single-pot process in which a kinetic resolution/reduction occurs. The products are valuable intermediates for the preparation of 4-substituted prolines and 5-substituted 3-hydroxypiperidinones as illustrated by the preparation of (2R,4R)-4-methylproline and (3S,5R)-3-hydroxy-5-methylpiperidinone.",

author = "SR Crosby and RB Sessions and CL Willis",

year = "2010",

month = mar,

doi = "10.1055/s-0029-1219372",

language = "English",

volume = "2010 (4)",

pages = "539 -- 542",

journal = "Synlett",

issn = "1437-2096",

publisher = "Georg Thieme Verlag",

}

TY - JOUR

T1 - Intermediates for the synthesis of 4-substituted proline derivatives

AU - Crosby, SR

AU - Sessions, RB

AU - Willis, CL

PY - 2010/3

Y1 - 2010/3

N2 - chemoenzymatic synthesis of a series of 2-hydroxy-5-nitro-4-substituted esters is described that uses two biotransformations in a single-pot process in which a kinetic resolution/reduction occurs. The products are valuable intermediates for the preparation of 4-substituted prolines and 5-substituted 3-hydroxypiperidinones as illustrated by the preparation of (2R,4R)-4-methylproline and (3S,5R)-3-hydroxy-5-methylpiperidinone.

AB - chemoenzymatic synthesis of a series of 2-hydroxy-5-nitro-4-substituted esters is described that uses two biotransformations in a single-pot process in which a kinetic resolution/reduction occurs. The products are valuable intermediates for the preparation of 4-substituted prolines and 5-substituted 3-hydroxypiperidinones as illustrated by the preparation of (2R,4R)-4-methylproline and (3S,5R)-3-hydroxy-5-methylpiperidinone.

U2 - 10.1055/s-0029-1219372

DO - 10.1055/s-0029-1219372

M3 - Article (Academic Journal)

SN - 1437-2096

VL - 2010 (4)

SP - 539

EP - 542

JO - Synlett

JF - Synlett

ER -

Intermediates for the synthesis of 4-substituted proline derivatives

Abstract

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