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synlett 17/2009 - Thieme Chemistry

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Letters<br />

VI Table of Contents<br />

2755 F. Hahn<br />

U. Schepers*<br />

2761 J. Tallineau<br />

G. Bashiardes<br />

J.-M. Coustard<br />

F. Lecornué*<br />

2765 C. Alp<br />

U. Atmaca<br />

M. Çelik<br />

M. S. Gültekin*<br />

2769 J. Clayden*<br />

J. Senior<br />

<strong>Thieme</strong> <strong>Chemistry</strong> Journal Awardees – Where are They Now?<br />

A Convenient Route for Introduction of Lipophilic Side Chains in Polyamine<br />

Backbones by Solid-Phase Synthesis<br />

cargo<br />

N<br />

H<br />

N N<br />

H<br />

side chain<br />

N<br />

Aloc<br />

side chain<br />

Aloc<br />

N<br />

H<br />

N<br />

solid-phase synthesis<br />

o-Ns<br />

N N<br />

head group<br />

n<br />

A One-Pot Preparation of Aryl- and Heteroarylcycloalkenes: Application to<br />

the Total Synthesis of (±)-Laurokamurene B<br />

Br<br />

R 1<br />

1) n-BuLi, THF, –78 °C<br />

2) CeCl 3, THF, –78 °C<br />

3)<br />

R2 n<br />

O<br />

–78 °C to r.t.<br />

4) DBU, MsCl or SOCl2<br />

–30 °C to r.t.<br />

10 examples, <strong>17</strong>–93% yield<br />

R 2<br />

R 1<br />

n<br />

n = 1–4<br />

(±)-laurokamurene B<br />

One-Pot Synthesis of 1,2,3-Triols from Allylic Hydroperoxides and a<br />

Catalytic Amount of OsO 4 in Aqueous Acetone<br />

OOH OH<br />

0.2 mmol% OsO4<br />

H2O–acetone (1:9)<br />

r.t., 30–94%<br />

Synthesis of 2,2′,6-Trisubstituted and 2,2′,6,6′-Tetrasubstituted Diaryl<br />

Sulfides and Diaryl Sulfones by Copper-Promoted Coupling and/or<br />

Ortholithiation<br />

+<br />

Br<br />

SH I<br />

OH<br />

OH<br />

CuI, K 2CO 3<br />

ethylene glycol<br />

t-amyl alcohol<br />

120 °C, 16 h<br />

S<br />

Br<br />

76%

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