Asymmetric oxidation of sulfides catalyzed by (R)-6,6'-dibromo-BINOL derived titanium complex

Narotham V. Maddireddy; Himanshu M. Godbole; Girij P. Singh; Suvarna G. Kini; Gautham G. Shenoy

doi:10.1080/00397911.2020.1786121

Asymmetric oxidation of sulfides catalyzed by (R)-6,6'-dibromo-BINOL derived titanium complex

Narotham V. Maddireddy^*
, Himanshu M. Godbole
, Girij P. Singh
, Suvarna G. Kini
, Gautham G. Shenoy

^*Corresponding author for this work

Department of Pharmaceutical Chemistry, Manipal College of Pharmaceutical Sciences, Manipal

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

1 Citation (Scopus)

Abstract

An efficient asymmetric oxidation of sulfides was achieved using (R)-6,6'-dibromo-BINOL as chiral ligand in combination with Ti(OⁱPr)₄ using 70% aqueous tertiary butyl hydroperoxide as oxidant. The resulting sulfoxides had high enantiopurities and good yields. A range of aryl alkyl and aryl benzyl sulfides were oxidized to the corresponding sulfoxides with 78–95% ee in 72–80% yields.

Original language	English
Pages (from-to)	2810-2818
Number of pages	9
Journal	Synthetic Communications
Volume	50
Issue number	18
DOIs	https://doi.org/10.1080/00397911.2020.1786121
Publication status	Published - 16-09-2020

All Science Journal Classification (ASJC) codes

Organic Chemistry

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title = "Asymmetric oxidation of sulfides catalyzed by (R)-6,6'-dibromo-BINOL derived titanium complex",

abstract = "An efficient asymmetric oxidation of sulfides was achieved using (R)-6,6'-dibromo-BINOL as chiral ligand in combination with Ti(OiPr)4 using 70\% aqueous tertiary butyl hydroperoxide as oxidant. The resulting sulfoxides had high enantiopurities and good yields. A range of aryl alkyl and aryl benzyl sulfides were oxidized to the corresponding sulfoxides with 78–95\% ee in 72–80\% yields.",

author = "Maddireddy, \{Narotham V.\} and Godbole, \{Himanshu M.\} and Singh, \{Girij P.\} and Kini, \{Suvarna G.\} and Shenoy, \{Gautham G.\}",

note = "Publisher Copyright: {\textcopyright} 2020 Taylor \& Francis Group, LLC.",

year = "2020",

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doi = "10.1080/00397911.2020.1786121",

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T1 - Asymmetric oxidation of sulfides catalyzed by (R)-6,6'-dibromo-BINOL derived titanium complex

AU - Maddireddy, Narotham V.

AU - Godbole, Himanshu M.

AU - Singh, Girij P.

AU - Kini, Suvarna G.

AU - Shenoy, Gautham G.

PY - 2020/9/16

Y1 - 2020/9/16

N2 - An efficient asymmetric oxidation of sulfides was achieved using (R)-6,6'-dibromo-BINOL as chiral ligand in combination with Ti(OiPr)4 using 70% aqueous tertiary butyl hydroperoxide as oxidant. The resulting sulfoxides had high enantiopurities and good yields. A range of aryl alkyl and aryl benzyl sulfides were oxidized to the corresponding sulfoxides with 78–95% ee in 72–80% yields.

AB - An efficient asymmetric oxidation of sulfides was achieved using (R)-6,6'-dibromo-BINOL as chiral ligand in combination with Ti(OiPr)4 using 70% aqueous tertiary butyl hydroperoxide as oxidant. The resulting sulfoxides had high enantiopurities and good yields. A range of aryl alkyl and aryl benzyl sulfides were oxidized to the corresponding sulfoxides with 78–95% ee in 72–80% yields.

UR - https://www.scopus.com/pages/publications/85087632346

UR - https://www.scopus.com/pages/publications/85087632346#tab=citedBy

U2 - 10.1080/00397911.2020.1786121

DO - 10.1080/00397911.2020.1786121

M3 - Article

AN - SCOPUS:85087632346

SN - 0039-7911

VL - 50

SP - 2810

EP - 2818

JO - Synthetic Communications

JF - Synthetic Communications

IS - 18

ER -

Asymmetric oxidation of sulfides catalyzed by (R)-6,6'-dibromo-BINOL derived titanium complex

Abstract

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