The Synthesis of 12alpha-Hydroxy Steroids

Francis Yoshimoto and co-workers at the University of Texas at San Antonio reported in Steroids on the synthesis of 12alpha-hydroxy steroid derivatives to biochemically characterize P450 8B1, the enzyme implicated in cardiovascular health and obesity. Both 7-keto DHEA and 12alpha-hydroxy 7-keto DHEA had antagonistic properties towards the NMDA receptor.

 

Steroids paper

First paper published

Francis Yoshimoto and co-workers at the University of Texas at San Antonio report in the journal, Steroids, on the synthesis of a neurosteroid produced in the brains, 7alpha-hydroxypregnenolone, through an allylic C7-oxidation reaction. The oxidation was performed through either a C7-oxidation through CrO3 in the presence of 3,5-dimethylpyrazole followed by a stereoselective reduction or a regioselective and stereoselective allylic benzoyloxylation using CuBr and tert-butylperoxy benzoate.

Steroids paper

C-H Allylation

Hon-Wai Lam and co-workers from the University of Nottingham have reported in JACS on a rhodium catalyzed C-H allylation process.

 

JACS paper

Triiodide-mediated C-H amination

David Nagib and co-workers from the Ohio State University have reported in ACIE on a triiodide mediated C-H amination reaction.

 

ACIE paper

Towards indoxamycin via C-H functionalization

Erik Sorensen and Huw Davies and co-workers reported in ACIE on a C-H functionalization approach towards indoxamycin.

 

ACIE paper

C-H silylation

L.T. Pilarski and co-workers from the University of Uppsala in Sweden have reported in Chemical Communications on a ruthenium catalyzed C-H silylation.

 

Chem Comm paper

Looks like a ring-closing metathesis

At first I thought this was a ring closing metathesis reaction  but the catalyst was rhodium and there is an extra allylic methyl group – it is a cycloisomerization reaction (by Vy Dong’s group).

 

 

JACS paper

α-Aminations via Nitrenoids

Takashi Ohshima and co-workers from Kyushu University reported in JACS on the use of hypervalent iodine to perform an N-H insertion

 

 

JACS paper

Light + N-Chloroamides = C-H Chlorination

Erik Alexanian and Chris Vanderwal groups teamed up to publish this C-H chlorination reaction in JACS.

 

JACS paper

Steroid C12-hydroxylation published in JACS

Phil Baran and co-workers reported in JACS on a copper catalyzed C12-hydroxylation reaction.

 

 

JACS paper