Recent Progress in Application of Spectroscopic Methods for Assigning Absolute Configuration of Optically Active Sulfoxides

ChemInform ◽  
2006 ◽  
Vol 37 (38) ◽  
Author(s):  
Maria Irene Donnoli ◽  
Stefano Superchi ◽  
Carlo Rosini
Keyword(s):  
Absolute Configuration ◽  
Recent Progress ◽  
Optically Active ◽  
Spectroscopic Methods

Absolute configuration determination of some optically active multifunctional carbon compounds

1988 ◽  
Vol 29 (37) ◽  
pp. 4727-4730 ◽  
Author(s):  
Yoshio Takeuchi ◽  
Michiyo Nojiri ◽  
Toru Koizumi ◽  
Yoichi Iitaka
Keyword(s):  
Absolute Configuration ◽  
Optically Active ◽  
Carbon Compounds

Optically Active Seleninamides:  Isolation, Absolute Configuration, and Racemization Mechanism

2005 ◽  
Vol 70 (3) ◽  
pp. 868-873 ◽  
Author(s):  
Yusuke Nakashima ◽  
Toshio Shimizu ◽  
Kazunori Hirabayashi ◽  
Nobumasa Kamigata
Keyword(s):  
Absolute Configuration ◽  
Optically Active

scholarly journals PREPARATION OF OPTICALLY ACTIVE 1,6,12c,12d-TETRAMETHYL-12c,12d-DIHYDROCORONENE WITH KNOWN ABSOLUTE CONFIGURATION

1984 ◽  
Vol 13 (11) ◽  
pp. 1977-1978 ◽  
Author(s):  
Koji Yamamoto ◽  
Tatsuo Ueda ◽  
Hiriya Yumioka ◽  
Yoshio Okamoto ◽  
Toshikatsu Yoshida
Keyword(s):  
Absolute Configuration ◽  
Optically Active

Synthesis and resolution of an asymmetric arsonium cation. Crystal and molecular structures of (R)-Benzyl(methyl)(4-methylphenyl)(naphthalen-1-yl)- arsonium bromide and hexafluorophosphate

1984 ◽  
Vol 37 (6) ◽  
pp. 1171 ◽  
Author(s):  
DG Allen ◽  
CL Raston ◽  
BW Skelton ◽  
AH White ◽  
SB Wild
Keyword(s):  
Ion Exchange ◽  
Absolute Configuration ◽  
Optically Active ◽  
Molecular Structures ◽  
Orthorhombic Space Group ◽  
Space Group ◽  
X Ray ◽  
Crystal And Molecular Structures ◽  
Ion Exchange Column ◽  
Optically Pure

The (�)-benzyl(methyl)(4-methylphenyl)(naphthalen-1-yl)arsonium cation has been synthesized and subsequently resolved by fractional crystallization of monohydrogen [R-(R*,R*)]-2,3-bis(benzoyloxy)- butanedioate salts. The separated diastereoisomers were converted into the corresponding optically active arsonium bromides by ion-exchange column chromatography. The absolute configuration of the arsonium cation exhibiting a positive rotation at 589 nm (sodium D line) has been established as (R) by single-crystal X-ray analysis of both the bromide and hexafluorophosphate salts. The arsonium bromide with [α]D + 54.8�(c, 0.62 in CH2Cl2) crystallizes in the orthorhombic space group P212121 (D24, No.19) with a 22.472(8), b 15.724(7), c 12.585(5) � and U 4447(3) �3. The corresponding hexafluorophosphate with [α]D + 19.3� (c, 0.5 in CH2Cl2) crystallizes in the same space group with a 23.56(2), b 16.40(1), c 13.12(1) � and U 5067(6) � 3. Benzylidene transfer to benzaldehyde from the arsonium ylide derived from either of the arsonium salts produced optically pure (–)-(S)-methyl(4-methylphenyl)(naphthalen-1-yl)arsine, [α]D - 115.9� (c, 0.593 in CHCl3), and partly resolved [R-(R*,R*)]-2,3-diphenyloxiran.

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