Cover Picture: Enantiopure Monoprotected  cis ‐1,2‐Diaminocyclohexane: One‐Step Preparation and Application in Asymmetric Organocatalysis (ChemCatChem 10/2010) | Zendy

Berkessel A. | Zendy; Ong M.C. | Zendy; Nachi M. | Zendy; Neudörfl J.M. | Zendy

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Cover Picture: Enantiopure Monoprotected cis ‐1,2‐Diaminocyclohexane: One‐Step Preparation and Application in Asymmetric Organocatalysis (ChemCatChem 10/2010)

Author(s) -

Berkessel A.,

Ong M.C.,

Nachi M.,

Neudörfl J.M.

Publication year - 2010

Publication title -

chemcatchem

Language(s) - English

Resource type - Reports

SCImago Journal Rank - 1.497

H-Index - 106

eISSN - 1867-3899

pISSN - 1867-3880

DOI - 10.1002/cctc.201090039

Subject(s) - enantiopure drug , desymmetrization , candida antarctica , aldol reaction , chemistry , organocatalysis , enantioselective synthesis , enantiomer , enantiomeric excess , dimethyl carbonate , catalysis , stereochemistry , organic chemistry , lipase , enzyme

The cover picture shows the desymmetrization of cis ‐1,2‐diaminocyclohexane ( cis ‐DACH) to its mono‐allyloxycarbonyl (Alloc) derivative. In their communication on p 1215 ff., Berkessel and co‐workers describe a highly efficient method for the preparation of mono‐protected cis ‐DACH. By using the enzyme Candida antarctica lipase B as catalyst and diallyl carbonate as the acyl donor, mono‐N‐alloc cis ‐DACH is obtained in a single step with high yield and enantiopurity. Both enantiomeric forms of a cis ‐DACH‐derived trifluoromethanesulfonamide are applied as highly selective organocatalysts in a direct aldol reaction. Cover design by Silvia Elfert, photo credits to cloudzilla.

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