On a Chemoenzymatic Desymmetrization–Ring Expansion Strategy towards Functionalized N-Heterocycles

Jan Deska; Daniel Thiel

doi:10.1055/s-0033-1338960

On a Chemoenzymatic Desymmetrization–Ring Expansion Strategy towards Functionalized N-Heterocycles

Jan Deska, Daniel Thiel

Not published at Aalto University

Universität zu Köln

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

Abstract

The direct combination of the desymmetrization of N- heterocyclic meso-diols using lipase from Mucor miehei as biocat- alyst and subsequent ring expansion of the optically active products by activation of the remaining hydroxy group gives rise to function- alized nonsymmetrical piperidines in a highly enantio- and dia- stereoselective manner.

Original language	English
Pages (from-to)	1529-1532
Number of pages	4
Journal	Synlett
Volume	24
DOIs	https://doi.org/10.1055/s-0033-1338960
Publication status	Published - 11 Jun 2013
MoE publication type	A1 Journal article-refereed

Keywords

DESYMMETRIZATION
biocatalalysis
ring expansion
heterocycles
azasugars

Access to Document

10.1055/s-0033-1338960

Cite this

@article{420b6fcdea8d44db9a0ea9bd35a5c4a8,

title = "On a Chemoenzymatic Desymmetrization–Ring Expansion Strategy towards Functionalized N-Heterocycles",

abstract = "The direct combination of the desymmetrization of N- heterocyclic meso-diols using lipase from Mucor miehei as biocat- alyst and subsequent ring expansion of the optically active products by activation of the remaining hydroxy group gives rise to function- alized nonsymmetrical piperidines in a highly enantio- and dia- stereoselective manner.",

keywords = "DESYMMETRIZATION, biocatalalysis, ring expansion, heterocycles, azasugars",

author = "Jan Deska and Daniel Thiel",

year = "2013",

month = jun,

day = "11",

doi = "10.1055/s-0033-1338960",

language = "English",

volume = "24",

pages = "1529--1532",

journal = "Synlett",

issn = "0936-5214",

publisher = "Georg Thieme Verlag",

}

TY - JOUR

T1 - On a Chemoenzymatic Desymmetrization–Ring Expansion Strategy towards Functionalized N-Heterocycles

AU - Deska, Jan

AU - Thiel, Daniel

PY - 2013/6/11

Y1 - 2013/6/11

N2 - The direct combination of the desymmetrization of N- heterocyclic meso-diols using lipase from Mucor miehei as biocat- alyst and subsequent ring expansion of the optically active products by activation of the remaining hydroxy group gives rise to function- alized nonsymmetrical piperidines in a highly enantio- and dia- stereoselective manner.

AB - The direct combination of the desymmetrization of N- heterocyclic meso-diols using lipase from Mucor miehei as biocat- alyst and subsequent ring expansion of the optically active products by activation of the remaining hydroxy group gives rise to function- alized nonsymmetrical piperidines in a highly enantio- and dia- stereoselective manner.

KW - DESYMMETRIZATION

KW - biocatalalysis

KW - ring expansion

KW - heterocycles

KW - azasugars

U2 - 10.1055/s-0033-1338960

DO - 10.1055/s-0033-1338960

M3 - Article

SN - 0936-5214

VL - 24

SP - 1529

EP - 1532

JO - Synlett

JF - Synlett

ER -

On a Chemoenzymatic Desymmetrization–Ring Expansion Strategy towards Functionalized N-Heterocycles

Abstract

Keywords

Access to Document

Fingerprint

Cite this