Versatile chiral synthons for 1,2-diamines: (4S,5S)- and (4R,5R)-4,5-dimethoxy-2-imidazolidinones

Seo, Ryushi; Ishizuka, Tadao; Abdel‐Aziz, Alaa A.‐M.; Kunieda, Takehisa

doi:10.1016/s0040-4039(01)01279-5

Cited by 31 publications

(10 citation statements)

References 8 publications

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“…The development of chiral ligands for asymmetric catalytic reactions is a subject of considerable interest in the field of asymmetric synthesis (Abdel-Aziz et al, 2000, 2004Matsunaga et al, 2005;Seo et al, 2001). As part of our onging program of drug design and discovery we report the structure of the title compound.…”

Section: S2 Results and Discussionmentioning

confidence: 99%

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N-(12-Amino-9,10-dihydro-9,10-ethanoanthracen-11-yl)-4-methylbenzenesulfonamide

Mague¹,

Abdel‐Aziz²,

El‐Azab³

et al. 2014

Acta Cryst E

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Section: S2 Results and Discussionmentioning

confidence: 99%

“…For chiral ligand devlopment, see: Abdel-Aziz et al (2000, 2004; Matsunaga et al (2005); Seo et al (2001). For similar compounds and applications, see: Yamakuchi et al (2005); Matsunaga et al (2005); Abdel-Aziz et al (2004).…”

Section: Related Literaturementioning

confidence: 99%

N-(12-Amino-9,10-dihydro-9,10-ethanoanthracen-11-yl)-4-methylbenzenesulfonamide

Mague¹,

Abdel‐Aziz²,

El‐Azab³

et al. 2014

Acta Cryst E

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“…The title compound (I) was synthesized in the context of the development of chiral ligands for asymmetric catalytic reactions (Seo et al, 2001;Abdel-Aziz et al, 2004;Matsunaga et al, 2005;Yamakuchi et al 2005).…”

Section: S1 Commentmentioning

confidence: 99%

N-(3-Aminobicyclo[2.2.1]heptan-2-yl)-4-methylbenzenesulfonamide

et al. 2012

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Key indicators: single-crystal X-ray study; T = 100 K; mean (C-C) = 0.002 Å; R factor = 0.024; wR factor = 0.066; data-to-parameter ratio = 14.9.In the title compound, C 14 H 20 N 2 O 2 S, the sulfonamide O atoms lie to one side of the benzene ring and the aminobicycloheptanyl to the other side [C ar -S-N-C torsion angle = À57.93 (11); ar = aromatic]. An intramolecular N-HÁ Á ÁN hydrogen bond is formed. In the crystal, a supramolecular chain is formed along the b axis via N-HÁ Á ÁO and N-HÁ Á ÁN hydrogen bonds. Related literature

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“…Finally, four steps, including acidic hydrolysis of the cyanide group and imidazolidinone cleavage, rendered the enantiopure syn a,b-diamino ester 87 in good yield (Scheme 9.11) [66].…”

Section: Nucleophilic Synthetic Equivalents Of Co 2 Rmentioning

confidence: 99%