Absolute Configuration Determination and Convenient  Asymmetric Synthesis  of  cis ‐3‐(9‐Anthryl)cyclohexanol with Proline as a Catalyst | Zendy

Wysocki Jędrzej | Zendy; Kwit Marcin | Zendy; Gawronski Jacek | Zendy

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Absolute Configuration Determination and Convenient Asymmetric Synthesis of cis ‐3‐(9‐Anthryl)cyclohexanol with Proline as a Catalyst

Author(s) -

Wysocki Jędrzej,

Kwit Marcin,

Gawronski Jacek

Publication year - 2012

Publication title -

chirality

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.43

H-Index - 77

eISSN - 1520-636X

pISSN - 0899-0042

DOI - 10.1002/chir.22079

Subject(s) - chemistry , absolute configuration , cyclohexanol , circular dichroism , chirality (physics) , cyclohexanone , catalysis , enantioselective synthesis , derivative (finance) , proline , stereocenter , stereochemistry , crystallography , computational chemistry , organic chemistry , biochemistry , chiral symmetry breaking , physics , amino acid , quantum mechanics , financial economics , nambu–jona lasinio model , economics , quark

cis ‐(3 R )‐(9‐anthryl) derivative of cyclohexanol was conveniently obtained in enantiomerically pure form from 2‐cyclohexenone using asymmetric Michael addition of anthrone catalyzed by l ‐proline in a key step. The absolute configuration of the addition product was unequivocally determined by means of electronic circular dichroism measurements combined with calculation of the circular dichroism spectrum by using a density functional theory method. Chirality 24:833–839, 2012 . © 2012 Wiley Periodicals, Inc.

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