Highly diastereo- and enantioselective synthesis of spirooxindole-cyclohexaneamides through N,N′-dioxide/Ni(ii)-catalyzed Diels-Alder reactions

Chemical Communications

Volumn 53, Issue 12, 2017, Pages 2060-2063

  Zhou, Yuhang ^a   Lu, Yan ^a   Hu, Xinyue ^a   Mei, Hongjiang ^a   Lin, Lili ^a   Liu, Xiaohua ^a   Feng, Xiaoming ^a  

^a Sichuan University   (China)

Author keywords

[No Author keywords available]

Indexed keywords

1,3 DIENYLCARBAMATE DERIVATIVE; AMIDE; CARBAMIC ACID; CYCLOHEXANEAMIDE; DIHYDROPYRIDINE DERIVATIVE; INDOLE DERIVATIVE; METHYLENEINDOLINONE DERIVATIVE; N,N' DIOXIDE; NICKEL; OXIDE; OXINDOLE; SPIROOXINDOLE; UNCLASSIFIED DRUG;

ARTICLE; ASYMMETRIC SYNTHESIS; CATALYST; CONTROLLED STUDY; DIELS ALDER REACTION; ENANTIOSELECTIVITY; HYDROGENATION;

EID: 85011891021     PISSN: 13597345     EISSN: 1364548X     Source Type: Journal    
DOI: 10.1039/c6cc10125a     Document Type: Article

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28. CCDC 1475064 (3m). The absolute configuration of 3a-3l (1R,2R,6R), 3n-3s (1R,2R,6R), and 3u (1R,2R,6R) was determined by comparison of the CD spectra with that of 3m. The absolute configuration of 3t (1R,2R,5S,6R) was predicted by the absolute configuration of 3m and transition state analysis
29. See the ESI for more details
30. CCDC 1510644 (5f). The absolute configuration of 5a-5e (1S,2R,3R,4R), 5g (1S,2R,3R,4R), and 5h-5i (1S,2R,3R,4S) was determined by comparison of the CD spectra with that of 5f. The absolute configuration of 5j (1S,2R,3R,4S) was assigned by analogy
31. For the hydrogenation of 5a and selective deprotection of 5d, see the ESI