Aldol reaction under solvent-free conditions: Highly stereoselective synthesis of 1,3-amino alcohols

Teck Peng Loh; Jing Mei Huang; Swee Hock Goh; Jagadese J. Vittal

doi:10.1021/ol000042s

Aldol reaction under solvent-free conditions: Highly stereoselective synthesis of 1,3-amino alcohols

Teck Peng Loh^*, Jing Mei Huang, Swee Hock Goh, Jagadese J. Vittal

^*Corresponding author for this work

National University of Singapore

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

61 Citations (Scopus)

Abstract

(formula presented) A method for the highly stereoselective synthesis of 1,3-amino alcohols based on the indium trichloride-catalyzed Mukaiyama aldol reaction of keto ester (R,S)-1 under solvent-free conditions has been developed. The high selectivity observed can be explained on the basis of the shielding of one face by a remote substituent.

Original language	English
Pages (from-to)	1291-1294
Number of pages	4
Journal	Organic Letters
Volume	2
Issue number	9
DOIs	https://doi.org/10.1021/ol000042s
Publication status	Published - May 4 2000
Externally published	Yes

ASJC Scopus Subject Areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

Access to Document

10.1021/ol000042s

Cite this

@article{eb61bb44698e48698ac26492cf83dd2f,

title = "Aldol reaction under solvent-free conditions: Highly stereoselective synthesis of 1,3-amino alcohols",

abstract = "(formula presented) A method for the highly stereoselective synthesis of 1,3-amino alcohols based on the indium trichloride-catalyzed Mukaiyama aldol reaction of keto ester (R,S)-1 under solvent-free conditions has been developed. The high selectivity observed can be explained on the basis of the shielding of one face by a remote substituent.",

author = "Loh, {Teck Peng} and Huang, {Jing Mei} and Goh, {Swee Hock} and Vittal, {Jagadese J.}",

year = "2000",

month = may,

day = "4",

doi = "10.1021/ol000042s",

language = "English",

volume = "2",

pages = "1291--1294",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "9",

}

TY - JOUR

T1 - Aldol reaction under solvent-free conditions

T2 - Highly stereoselective synthesis of 1,3-amino alcohols

AU - Loh, Teck Peng

AU - Huang, Jing Mei

AU - Goh, Swee Hock

AU - Vittal, Jagadese J.

PY - 2000/5/4

Y1 - 2000/5/4

N2 - (formula presented) A method for the highly stereoselective synthesis of 1,3-amino alcohols based on the indium trichloride-catalyzed Mukaiyama aldol reaction of keto ester (R,S)-1 under solvent-free conditions has been developed. The high selectivity observed can be explained on the basis of the shielding of one face by a remote substituent.

AB - (formula presented) A method for the highly stereoselective synthesis of 1,3-amino alcohols based on the indium trichloride-catalyzed Mukaiyama aldol reaction of keto ester (R,S)-1 under solvent-free conditions has been developed. The high selectivity observed can be explained on the basis of the shielding of one face by a remote substituent.

UR - http://www.scopus.com/inward/record.url?scp=0001435657&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0001435657&partnerID=8YFLogxK

U2 - 10.1021/ol000042s

DO - 10.1021/ol000042s

M3 - Article

AN - SCOPUS:0001435657

SN - 1523-7060

VL - 2

SP - 1291

EP - 1294

JO - Organic Letters

JF - Organic Letters

IS - 9

ER -

Aldol reaction under solvent-free conditions: Highly stereoselective synthesis of 1,3-amino alcohols

Abstract

ASJC Scopus Subject Areas

Access to Document

Other files and links

Fingerprint

Cite this