Organosulfur and Organoselenium Compounds in Catalysis...Organosulfur and Organoselenium Compounds...

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Cover Page ClusterSyn lett

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Hak-Fun ChowThe Chinese University of Hong Kong, Shatin, New Territories, Hong Kong

Ying-Yeung YeungThe Chinese University of Hong Kong, Shatin, New Territories, Hong Kong

This Cluster provides insights into some of the most recent advances and aspectsin the field of transformations catalyzed by organosulfur and organoseleniumcompounds. Enjoy eleven wonderful contributions by experts in this field!

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S. Huber

N PhHN Ph

N N

NNChCh

OctOct2 OTf–

without any activating agentand selected Lewis acids

N

COOEtEtOOC

HH

H

H

H

2 equivalents

X. Zhang

Organosulfur and Organoselenium Compounds in Catalysis

PhPh

O

OH

H2O2OHPh

O

up to 88% isolated yieldscalable (at least 100 mmol)

+ H2O+MeCN, rt

First example of pollutant degradation through Se catalysis

10 mol% PhSe(O)OHfrom (PhSe)2

S. ShirakawaA. Tsuchihashi

© Georg Thieme Verlag Stuttgart · New York — Synlett 2014, 25, 1707–1709

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© Georg Thieme Verlag Stuttgart · New York — Synlett 2014, 25, 1707–1709

Cover Page Cluster

H. Li L. Liao X. Zhao

R2R1 N

XH

R2R1 N

N

oxidant

X = NPG, O

catalyticPhSeSePh PG

Ph

NO

or

Syn lett

K. Robb S. Athavale S. Denmark

F

R

HO

N

P

NMe

Me

Se

N(i-Pr)2N

O

S

O i-Pr

i-Pr

sulfenylating agent

LB* catalyst

HFIP, 25 °C

Unusual kinetic behavior!

~0.5 order in substrate

~0.5 order in sulf. agent

1st order in catalyst

Rate unaffected by R

F

O

SH

R

i-Pr

i-Pr

R = OMe, H, Cl, CN

T. Hashimoto

OMeO

Se 2 Sit-Bu

Me Me

M.-H. Xu

O

O

O

HPh N

H

S

Ph O

[Rh], ArB(OH)2

ArOiPr

OH

O

70–99% yield, up to 83% ee

COOMeCl

N

SClopidogrel0.1 M KOH, dioxane

40 °C15 examples

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© Georg Thieme Verlag Stuttgart · New York — Synlett 2014, 25, 1707–1709

Cover Page Cluster

A. Dinh A. Nguyen J. Gustafson

photocatalystNa2S2O8, base additive

MeCN–H2Oblue LED, 12 h, r.t.

NH

O NH

O

NH

S

+

SH

S

N

NH

O NH

O

S

S. D. MinteerL. Yu

Syn lett

L. Yu X. Jiang

S. Kumar S. Jana

SO

ON

H

O

N

N

O

O

O

N Pocket

C2-Symmetric Sulfur Based ChiralCatalyst for Bromolactonization T

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