− 16 −CSJ Journal Selects Vol. 2

Efficient Synthesis

Reaction Integration Using Electrogenerated Cationic Intermediates

Jun-ichi Yoshida,* Akihiro Shimizu,Yosuke Ashikari, Tatsuya Morofuji,Ryutaro Hayashi, Toshiki Nokami, and Aiichiro NagakiBull. Chem. Soc. Jpn. 2015, 88, 763-775

doi:10.1246/bcsj.20150100

J. Yoshida

S

S

P

R

R

P

S

S

Award Accounts Flow Microreactor System; Electrogenerated Cationic Intermediates

Syntheses and Optical Properties of BODIPY Derivatives Based on Imidazo[1,5-a]pyridine

Jinfa Hu, Yu Li, Yuxiao Wu, Wei Liu,*Yong Wang,* and Yahong Li*Chem. Lett. 2015, 44, 645-647

doi:10.1246/cl.150133

W. Liu

Editor's Choice BODIPY–Pyridine Dyads; Tunable Spectroscopic Properties

Recent Advances in Catalytic Asymmetric C–C Bond-Forming Reactions to Ketimines Promoted by Metal-Based Catalysts

Naoya Kumagai* and Masakatsu Shibasaki*Bull. Chem. Soc. Jpn. 2015, 88, 503-517

doi:10.1246/bcsj.20140302

M. Shibasaki

Accounts for C–C Bond Formation Catalytic Asymmetric Synthesis; Enantioenriched α-Tertiary Amines

Flash Chemistry Using Trichlorovinyllithium: Switching the Reaction Pathways by High-resolution Reaction Time Control

Aiichiro Nagaki, Yusuke Takahashi, Andrea Henseler, Chika Matsuo, andJun-ichi Yoshida*Chem. Lett. 2015, 44, 214-216

doi:10.1246/cl.140980

J. Yoshida

Cl

Cl

Cl

n-BuLi

Cl Cl

M1

R1

tR1 s

T °C

E1

Cl

ClE1

ClClE1

E1M2 M2

Cl

Cl

Cl

Li

ClLin-BuLi

s-BuLi

E1

E2E2E1

Editor's Choice Flash Chemistry; Flow Microreactor System

Recent Developments in Organocatalyzed Electroorganic Chemistry

Kelli A. Ogawa and Andrew J. Boydston*Chem. Lett. 2015, 44, 10-16

doi:10.1246/cl.140915

A. J. Boydston

substrate(high Eox)

intermediate(low Eox)

organocatalyst

oxidizedintermediate

anodicoxidation

couplingpartner

product

Highlight Review Organocatalysis; Electroorganic Chemistry

− 17 − CSJ Journal Selects Vol. 2

Catalytic Organic Reactions on the Surface of Silver(I) Oxide in Water

Masaharu Ueno, Arata Tanoue, andShū Kobayashi*Chem. Lett. 2014, 43, 1867-1869

doi:10.1246/cl.140818

S. Kobayashi

OSi

O+

PhH2O, rt

Ag2O (0.01 mol %)PhCHO

Reaction Proceeding on theSurface of Ag2O in Water

>8400 TON !

R

OH

R

Editor's Choice Ag2O-catalyzed Allylation; Water-stable Catalyst

Two-Step, Practical, and Diversity-Oriented Synthesis of Multisubstituted Benzofurans from Phenols through Pummerer Annulation Followed by Cross-coupling

Kei Murakami, Hideki Yorimitsu,* and Atsuhiro OsukaBull. Chem. Soc. Jpn. 2014, 87, 1349-1366

doi:10.1246/bcsj.20140241

OSMe

RRSMe

SMeO

OR"

R

+

OH

Pummerer Annulation/Cross-Coupling Sequence

R' R' R'

Selected Paper Multisubstituted Benzofurans; Pummerer Annulation

H. Yorimitsu

Stimuli-responsive Cooperative Catalysts Based on Dynamic Conformational Changes toward Spatiotemporal Control of Chemical Reactions

Tatsushi Imahori* and Seiji KuriharaChem. Lett. 2014, 43, 1524-1531

doi:10.1246/cl.140680

T. Imahori

Highlight Review Stimuli-responsive Cooperative Catalysts; Dynamic Conformational Changes

Efficient and Versatile Anion Metathesis Reaction for Ionic Liquid Preparation by Using Conjugate Acid and Ortho Ester

Koichiro Takao* and Shinobu TakaoBull. Chem. Soc. Jpn. 2014, 87, 974-981

doi:10.1246/bcsj.20140150 Selected Paper Ionic Liquid Preparation; Ortho Ester

K. Takao

Dynamic Kinetic Resolution of Racemic Allylic Alcohols via Hydrolase–Metal Combo Catalysis: An Effective Method for the Synthesis of Optically Active Compounds

Shuji AkaiChem. Lett. 2014, 43, 746-754

doi:10.1246/cl.140223

S. Akai

Highlight Review Racemic Allylic Alcohols; Hydrolase–Metal Combo Catalysis

− 18 −CSJ Journal Selects Vol. 2

The Chelation-controlled Mukaiyama Aldol Reaction of Chiral α- and β-Alkoxy Aldehydes

Gheorghe-Doru Roiban, Adriana Ilie, and Manfred T. Reetz*Chem. Lett. 2014, 43, 2-10

doi:10.1246/cl.130920

R1

BnO O

H

OSiMe3

R2+

bicoordinate

Lewis acid R1

BnO OHO

R2

bicoordinate

Lewis acidOBn

R1

H

O OSiMe3

R2+

OBn

R1

OH O

R2

Highlight Review Mukaiyama Aldol Reactions; Asymmetric Induction

M. T. Reetz

Development of Synthetic Transformations by Control of Acid-Catalyzed Reactions of Diazocarbonyl Compounds

Takuya Hashimoto* and Keiji Maruoka*Bull. Chem. Soc. Jpn. 2013, 86, 1217-1230

doi:10.1246/bcsj.20130164

COX

N2

X

O

N

N

nucleophilicin acid catalysis

=R R

Award Accounts Diazocarbonyl Compounds; Acid Catalysis

T. Hashimoto

Doyle–Kirmse Reaction Using Triazoles Leading to One-pot Multifunctionalization of Terminal Alkynes

Tomoya Miura,* Takamasa Tanaka, Akira Yada, and Masahiro Murakami*Chem. Lett. 2013, 42, 1308-1310

doi:10.1246/cl.130521

M. Murakami

Editor's Choice Doyle–Kirmse Reaction; One-pot Multifunctionalization

1,3-Dipolar Cycloaddition-based Synthesis of Diverse Heterocyclic Scaffolds

Wei ZhangChem. Lett. 2013, 42, 676-681

doi:10.1246/cl.130504

NH

R1CO2R

R2

NR3

O

O

R1

N

NHO

OR2 R3

O

R2

N N

O

O R4

N

O

O

N

R1 CO2R

O

OR3

H

R2

R1

R4 R3

[3+2] adductsN

O

ON

R2'

N

O

O

R2

R3R3'R1

Highlight Review N-Heterocycles; 1,3-Dipolar Cycloaddition

W. Zhang

Facile Synthesis and Lateral π-Expansion of Bisanthenes

Akihito Konishi, Yasukazu Hirao,Kouzou Matsumoto, Hiroyuki Kurata, and Takashi Kubo*Chem. Lett. 2013, 42, 592-594

doi:10.1246/cl.130153

T. Kubo

Direct Cyclization

Scholl reaction

Lateral π-expansion

Diels-Alder reactionDDQ, Sc(OTf)3, acid π

π

Editor's Choice π-Expanded Bisanthenes; Polyperiacenes

− 19 − CSJ Journal Selects Vol. 2

Synergetic Activation of Lipase by an Amino Acid with Alkyl–PEG Sulfate Ionic Liquid

Kazuhide Yoshiyama, Yoshikazu Abe,Shuichi Hayase, Toshiki Nokami, and Toshiyuki Itoh*Chem. Lett. 2013, 42, 663-665

doi:10.1246/cl.130171

T. ItohN

H3C C4H9CH3

SO

OO

OO

C16H3310

IL1

R1

OH L

R2 R1

OAc

R2Vinyl acetate/ i -Pr2O(±)-alcohol (R )-acetate

+Amino acid

Coating material:

Coating material

Lipase protein

N

Editor's Choice Ionic Liquid; Lipase-catalyzed Transesterification

Sequential Peptide Ligation by Combining the Cys–Pro Ester (CPE) and Thioester Methods and Its Application to the Synthesis of Histone H3 Containing a Trimethyl Lysine Residue

Toru Kawakami,* Yuichi Akai, Hisao Fujimoto, Chieko Kita, Yuko Aoki, Takehiko Konishi, Masazumi Waseda, Lisa Takemura, andSaburo Aimoto*Bull. Chem. Soc. Jpn. 2013, 86, 690-697

doi:10.1246/bcsj.20130026

T. Kawakamipeptide A peptide Cpeptide B

peptide B peptide C

NCL

Thioester Method

-CO-CPE Cys-

-CO-CPE -CO-Cys-

peptide A peptide Cpeptide B-CO- -CO-Cys-

BCSJ Award Article Sequential Peptide Ligation; Histone H3 Synthesis

Anthranilamide-masked o-Iodoarylboronic Acids as Coupling Modules for Iterative Synthesis of ortho-Linked Oligoarenes

Masashi Koyanagi, Nils Eichenauer,Hideki Ihara, Takeshi Yamamoto, and Michinori Suginome*Chem. Lett. 2013, 42, 541-543

doi:10.1246/cl.130136

M. Suginome

oligo(o -arene)s"coupling module"

orthosilylation

iododesilylation

IClHN NH

O

B

B(aam)

B(aam)

H

B(aam)

B(aam)

I

B(aam)

R

[Ru]

iterativecoupling

R

R

R3

R1

R2

R4SiR'3

Editor's Choice ortho-Linked Oligoarenes; Suzuki–Miyaura Coupling

Synthesis of High-molecular-weight Head-to-tail-type Poly(3-substituted-thiophene)s by Cross-coupling Polycondensation with [CpNiCl(NHC)] as a Catalyst

Shunsuke Tamba, Kanta Fuji, Hikaru Meguro, Shuji Okamoto, Tadashi Tendo,Ryo Komobuchi, Atsushi Sugie,Takashi Nishino, and Atsunori Mori*Chem. Lett. 2013, 42, 281-283

doi:10.1246/cl.2013.281

A. Mori

SH Br

nHex

TMPMgCl·LiCl

S

nHex 74%,Mw=815000Mw/Mn=3.49

n

NN

iPr iPr

iPr iPrNiCl

[CpNiCl(SIPr)]

Self-standing P3HT film

Editor's Choice Polythiophene; NHC–Ni Catalyst