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Volumn 66, Issue 31, 2010, Pages 5841-5851

Chiral hypervalent iodine-catalyzed enantioselective oxidative Kita spirolactonization of 1-naphthol derivatives and one-pot diastereo-selective oxidation to epoxyspirolactones

Author keywords

Asymmetric oxidation; Dearomatization; Hypervalent iodine; Spirolactone

Indexed keywords

1 NAPHTHOL DERIVATIVE; 2,2' (2 IODO 1,3 PHENYLENE)BIS(OXY)BIS(N MESITYLPROPANAMIDE); 3 (1 HYDROXY 3 METHOXYNAPHTHALEN 2 YL)PROPANOIC ACID; 3 (1 HYDROXY 4 METHOXYNAPHTHALEN 2 YL)PROPANOIC ACID; 3 (1 HYDROXY 4 METHYLNAPHTHALEN 2 YL)PROPANOIC ACID; 3 (1 HYDROXY 4 PHENYLNAPHTHALEN 2 YL)PROPANOIC ACID; 3 (1 HYDROXY 6 METHOXYNAPHTHALEN 2 YL)PROPANOIC ACID; 3 (1 HYDROXYNAPHTHALEN 2 YL)PROPANOIC ACID; 3 (3 (BENZYLOXYMETHYL) 1 HYDROXYNAPHTHALEN 2 YL)PROPANOIC ACID; 3 (4 (4 BROMOBENZOYL) 1 HYDROXYNAPHTHALEN 2 YL)PROPANOIC ACID; 3 (4 BENZOYL 1 HYDROXYNAPHTHALEN 2 YL)PROPANOIC ACID; 3 (4 BROMO 1 HYDROXYNAPHTHALEN 2 YL)PROPANOIC ACID; 3 (4 CHLORO 1 HYDROXYNAPHTHALEN 2 YL)PROPANOIC ACID; 3 CHLOROPERBENZOIC ACID; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; SPIRO[FURAN 2,2' NAPHTHO[1,2 B]OXIRENE] 3',5 DIONE; SPIRONOLACTONE; UNCLASSIFIED DRUG;

EID: 77955470411     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2010.04.060     Document Type: Article
Times cited : (169)

References (46)
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    • We do not yet have any experimental proof of the non-bonding interactions between the iodine(III)-center and functional groups in 8. However, there are many reports on the intra- or intermolecular secondary interactions of iodine(III and V). For selected examples, see: V.V. Zhdankin, A.E. Koposov, and J.T. Smart J. Am. Chem. Soc. 123 2001 4095 4096
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    • Kita and co-workers also reported that enantiomerically pure 6d was obtained after a single recrystallization, see: Ref. 6b
    • Kita and co-workers also reported that enantiomerically pure 6d was obtained after a single recrystallization, see: Ref. 6b
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    • For similar one-pot oxidation using mCPBA
    • For similar one-pot oxidation using mCPBA
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    • Ref. 3i; For epoxidation of α-tetralone-derived alkene with mCPBA, see:


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.