An improved method of oxazolidinone hydrolysis in the asymmetric synthesis of α-alkylprolines

Michael J. Genin; Paul W. Baures; Rodney L. Johnson

doi:10.1016/S0040-4039(00)73294-1

An improved method of oxazolidinone hydrolysis in the asymmetric synthesis of α-alkylprolines

Michael J. Genin
, Paul W. Baures
, Rodney L. Johnson

Medicinal Chemistry

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

17 Scopus citations

Abstract

An improvement in Seebach's method for the synthesis of α-alkylprolines is reported wherein the hydrolysis of the chiral oxazolidinone 2 is performed on a suspension of silica gel in MeOH/H₂O. Following hydrolysis, the pure α-alkylproline can be obtained by filtration thereby avoiding a tedious ion exchange purification.

Original language	English (US)
Pages (from-to)	4967-4968
Number of pages	2
Journal	Tetrahedron Letters
Volume	35
Issue number	28
DOIs	https://doi.org/10.1016/S0040-4039(00)73294-1
State	Published - Jul 11 1994

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title = "An improved method of oxazolidinone hydrolysis in the asymmetric synthesis of α-alkylprolines",

abstract = "An improvement in Seebach's method for the synthesis of α-alkylprolines is reported wherein the hydrolysis of the chiral oxazolidinone 2 is performed on a suspension of silica gel in MeOH/H2O. Following hydrolysis, the pure α-alkylproline can be obtained by filtration thereby avoiding a tedious ion exchange purification.",

author = "Genin, \{Michael J.\} and Baures, \{Paul W.\} and Johnson, \{Rodney L.\}",

year = "1994",

month = jul,

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doi = "10.1016/S0040-4039(00)73294-1",

language = "English (US)",

volume = "35",

pages = "4967--4968",

journal = "Tetrahedron Letters",

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publisher = "Elsevier Ltd",

number = "28",

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T1 - An improved method of oxazolidinone hydrolysis in the asymmetric synthesis of α-alkylprolines

AU - Genin, Michael J.

AU - Baures, Paul W.

AU - Johnson, Rodney L.

PY - 1994/7/11

Y1 - 1994/7/11

N2 - An improvement in Seebach's method for the synthesis of α-alkylprolines is reported wherein the hydrolysis of the chiral oxazolidinone 2 is performed on a suspension of silica gel in MeOH/H2O. Following hydrolysis, the pure α-alkylproline can be obtained by filtration thereby avoiding a tedious ion exchange purification.

AB - An improvement in Seebach's method for the synthesis of α-alkylprolines is reported wherein the hydrolysis of the chiral oxazolidinone 2 is performed on a suspension of silica gel in MeOH/H2O. Following hydrolysis, the pure α-alkylproline can be obtained by filtration thereby avoiding a tedious ion exchange purification.

UR - https://www.scopus.com/pages/publications/0028244615

UR - https://www.scopus.com/pages/publications/0028244615#tab=citedBy

U2 - 10.1016/S0040-4039(00)73294-1

DO - 10.1016/S0040-4039(00)73294-1

M3 - Article

AN - SCOPUS:0028244615

SN - 0040-4039

VL - 35

SP - 4967

EP - 4968

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 28

ER -

An improved method of oxazolidinone hydrolysis in the asymmetric synthesis of α-alkylprolines

Abstract

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