Substrate control in the asymmetric aminohydroxylation of monosubstituted alkenes: The enantioselective synthesis of GABOB and homoserine derivatives

Michael Harding; Jennifer A. Bodkin; Craig A. Hutton; Malcolm D. McLeod

doi:10.1055/s-2005-918939

Substrate control in the asymmetric aminohydroxylation of monosubstituted alkenes: The enantioselective synthesis of GABOB and homoserine derivatives

Michael Harding, Jennifer A. Bodkin, Craig A. Hutton, Malcolm D. McLeod^*

^*Corresponding author for this work

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

14 Citations (Scopus)

Abstract

The 4-nitrophenyl ether is an efficient directing group in the asymmetric aminohydroxylation reaction of but-3-en-1-ol derivatives. Either regioisomeric product can be obtained with useful levels of enantioselectivity, allowing for the short enantioselective synthesis of GABOB and homoserine derivatives.

Original language	English
Article number	D20705ST
Pages (from-to)	2829-2831
Number of pages	3
Journal	Synlett
Issue number	18
DOIs	https://doi.org/10.1055/s-2005-918939
Publication status	Published - 3 Nov 2005
Externally published	Yes

Access to Document

10.1055/s-2005-918939

Cite this

@article{9ededa7631404874a2d25785568fd488,

title = "Substrate control in the asymmetric aminohydroxylation of monosubstituted alkenes: The enantioselective synthesis of GABOB and homoserine derivatives",

abstract = "The 4-nitrophenyl ether is an efficient directing group in the asymmetric aminohydroxylation reaction of but-3-en-1-ol derivatives. Either regioisomeric product can be obtained with useful levels of enantioselectivity, allowing for the short enantioselective synthesis of GABOB and homoserine derivatives.",

keywords = "Amino acids, Asymmetric aminohydroxylation, Asymmetric catalysis, Regioselectivity",

author = "Michael Harding and Bodkin, {Jennifer A.} and Hutton, {Craig A.} and McLeod, {Malcolm D.}",

year = "2005",

month = nov,

day = "3",

doi = "10.1055/s-2005-918939",

language = "English",

pages = "2829--2831",

journal = "Synlett",

issn = "0936-5214",

publisher = "Georg Thieme Verlag",

number = "18",

}

TY - JOUR

T1 - Substrate control in the asymmetric aminohydroxylation of monosubstituted alkenes

T2 - The enantioselective synthesis of GABOB and homoserine derivatives

AU - Harding, Michael

AU - Bodkin, Jennifer A.

AU - Hutton, Craig A.

AU - McLeod, Malcolm D.

PY - 2005/11/3

Y1 - 2005/11/3

N2 - The 4-nitrophenyl ether is an efficient directing group in the asymmetric aminohydroxylation reaction of but-3-en-1-ol derivatives. Either regioisomeric product can be obtained with useful levels of enantioselectivity, allowing for the short enantioselective synthesis of GABOB and homoserine derivatives.

AB - The 4-nitrophenyl ether is an efficient directing group in the asymmetric aminohydroxylation reaction of but-3-en-1-ol derivatives. Either regioisomeric product can be obtained with useful levels of enantioselectivity, allowing for the short enantioselective synthesis of GABOB and homoserine derivatives.

KW - Amino acids

KW - Asymmetric aminohydroxylation

KW - Asymmetric catalysis

KW - Regioselectivity

UR - http://www.scopus.com/inward/record.url?scp=27844603316&partnerID=8YFLogxK

U2 - 10.1055/s-2005-918939

DO - 10.1055/s-2005-918939

M3 - Article

SN - 0936-5214

SP - 2829

EP - 2831

JO - Synlett

JF - Synlett

IS - 18

M1 - D20705ST

ER -

Substrate control in the asymmetric aminohydroxylation of monosubstituted alkenes: The enantioselective synthesis of GABOB and homoserine derivatives

Abstract

Access to Document

Other files and links

Fingerprint

Cite this