Preparation of Spirocyclic β-Proline Esters: Geometrically Restricted Building Blocks for Medicinal Chemistry

Kasper Fjelbye; Mauro Marigo; Rasmus Prætorius Clausen; Karsten Juhl

doi:10.1055/s-0036-1588902

Preparation of Spirocyclic β-Proline Esters: Geometrically Restricted Building Blocks for Medicinal Chemistry

Kasper Fjelbye, Mauro Marigo, Rasmus Prætorius Clausen, Karsten Juhl^*

^*Corresponding author for this work

8 Citations (Scopus)

Abstract

A series of novel N-Bn-protected spirocyclic β-proline esters were prepared using [3+2] cycloaddition and subsequently converted into their corresponding aldehydes. In addition, two novel N-Cbz-protected spirocyclic β-proline esters were prepared using intramolecular cyclization starting from simple precursors.

Original language	English
Article number	st-2016-b0534-l
Journal	SYNLETT: Accounts and Rapid Communications in Chemical Synthesis
Volume	28
Issue number	2
Pages (from-to)	231-234
Number of pages	4
ISSN	0936-5214
DOIs	https://doi.org/10.1055/s-0036-1588902
Publication status	Published - 2017

Keywords

1,3-dipolar cycloaddition
intramolecular cyclization
oxetanes
spirocycles
β-proline esters

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10.1055/s-0036-1588902

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title = "Preparation of Spirocyclic β-Proline Esters: Geometrically Restricted Building Blocks for Medicinal Chemistry",

abstract = "A series of novel N-Bn-protected spirocyclic β-proline esters were prepared using [3+2] cycloaddition and subsequently converted into their corresponding aldehydes. In addition, two novel N-Cbz-protected spirocyclic β-proline esters were prepared using intramolecular cyclization starting from simple precursors.",

keywords = "1,3-dipolar cycloaddition, intramolecular cyclization, oxetanes, spirocycles, β-proline esters",

author = "Kasper Fjelbye and Mauro Marigo and Clausen, {Rasmus Pr{\ae}torius} and Karsten Juhl",

year = "2017",

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pages = "231--234",

journal = "Synlett",

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T1 - Preparation of Spirocyclic β-Proline Esters

T2 - Geometrically Restricted Building Blocks for Medicinal Chemistry

AU - Fjelbye, Kasper

AU - Marigo, Mauro

AU - Clausen, Rasmus Prætorius

AU - Juhl, Karsten

PY - 2017

Y1 - 2017

N2 - A series of novel N-Bn-protected spirocyclic β-proline esters were prepared using [3+2] cycloaddition and subsequently converted into their corresponding aldehydes. In addition, two novel N-Cbz-protected spirocyclic β-proline esters were prepared using intramolecular cyclization starting from simple precursors.

AB - A series of novel N-Bn-protected spirocyclic β-proline esters were prepared using [3+2] cycloaddition and subsequently converted into their corresponding aldehydes. In addition, two novel N-Cbz-protected spirocyclic β-proline esters were prepared using intramolecular cyclization starting from simple precursors.

KW - 1,3-dipolar cycloaddition

KW - intramolecular cyclization

KW - oxetanes

KW - spirocycles

KW - β-proline esters

U2 - 10.1055/s-0036-1588902

DO - 10.1055/s-0036-1588902

M3 - Review

AN - SCOPUS:84991735346

SN - 0936-5214

VL - 28

SP - 231

EP - 234

JO - Synlett

JF - Synlett

IS - 2

M1 - st-2016-b0534-l

ER -

Preparation of Spirocyclic β-Proline Esters: Geometrically Restricted Building Blocks for Medicinal Chemistry

Abstract

Keywords

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