Absolute Stereochemical Determination of Asymmetric Sulfoxides via Central to Axial Induction of Chirality

Hadi Gholami, Jun Zhang, Mercy Anyika, Babak Borhan

Research output: Contribution to journalArticle

  • 3 Citations

Abstract

The absolute configuration of chiral sulfoxides is determined by means of host-guest complexation that leads to the induction of axial chirality in an achiral host. The central to axial induction of helicity is rationalized by a simple recognition of the relative length and size of the substituents attached to the S-center. This technique is used to determine the absolute configuration of chiral sulfoxides, requiring micrograms of sample, without the need for prefunctionalization.

LanguageEnglish (US)
Pages1722-1725
Number of pages4
JournalOrganic Letters
Volume19
Issue number7
DOIs
StatePublished - Apr 7 2017

Profile

Sulfoxides
Chirality
chirality
induction
configurations
Complexation

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Absolute Stereochemical Determination of Asymmetric Sulfoxides via Central to Axial Induction of Chirality. / Gholami, Hadi; Zhang, Jun; Anyika, Mercy; Borhan, Babak.

In: Organic Letters, Vol. 19, No. 7, 07.04.2017, p. 1722-1725.

Research output: Contribution to journalArticle

@article{20c443e69bb24f3b939a0c837a190b14,
title = "Absolute Stereochemical Determination of Asymmetric Sulfoxides via Central to Axial Induction of Chirality",
abstract = "The absolute configuration of chiral sulfoxides is determined by means of host-guest complexation that leads to the induction of axial chirality in an achiral host. The central to axial induction of helicity is rationalized by a simple recognition of the relative length and size of the substituents attached to the S-center. This technique is used to determine the absolute configuration of chiral sulfoxides, requiring micrograms of sample, without the need for prefunctionalization.",
author = "Hadi Gholami and Jun Zhang and Mercy Anyika and Babak Borhan",
year = "2017",
month = "4",
day = "7",
doi = "10.1021/acs.orglett.7b00495",
language = "English (US)",
volume = "19",
pages = "1722--1725",
journal = "Organic Letters",
issn = "1523-7060",
publisher = "American Chemical Society",
number = "7",

}

TY - JOUR

T1 - Absolute Stereochemical Determination of Asymmetric Sulfoxides via Central to Axial Induction of Chirality

AU - Gholami,Hadi

AU - Zhang,Jun

AU - Anyika,Mercy

AU - Borhan,Babak

PY - 2017/4/7

Y1 - 2017/4/7

N2 - The absolute configuration of chiral sulfoxides is determined by means of host-guest complexation that leads to the induction of axial chirality in an achiral host. The central to axial induction of helicity is rationalized by a simple recognition of the relative length and size of the substituents attached to the S-center. This technique is used to determine the absolute configuration of chiral sulfoxides, requiring micrograms of sample, without the need for prefunctionalization.

AB - The absolute configuration of chiral sulfoxides is determined by means of host-guest complexation that leads to the induction of axial chirality in an achiral host. The central to axial induction of helicity is rationalized by a simple recognition of the relative length and size of the substituents attached to the S-center. This technique is used to determine the absolute configuration of chiral sulfoxides, requiring micrograms of sample, without the need for prefunctionalization.

UR - http://www.scopus.com/inward/record.url?scp=85017130749&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85017130749&partnerID=8YFLogxK

U2 - 10.1021/acs.orglett.7b00495

DO - 10.1021/acs.orglett.7b00495

M3 - Article

VL - 19

SP - 1722

EP - 1725

JO - Organic Letters

T2 - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 7

ER -