Journal of Synthetic Organic Chemistry, Japan
Online ISSN : 1883-6526
Print ISSN : 0037-9980
ISSN-L : 0037-9980
Quinone Bisacetals and Monoacetals
Useful Synthetic Intermediates
Shinsaku FUJITA
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1982 Volume 40 Issue 4 Pages 307-320

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Abstract
Preparative methods (P), reactions (R), and synthetic applications (S) of quinone bisacetals (I) and monoacetals (II) are reviewed. P-I : (1) electrochemical methods (anodic oxidations) and (2) organochemical methods ; : (1) hydrolysis, (2) hydrogenations, (3) reactions with nucleophiles, and (4) reactions of lithio derivatives of I ; and S-I : (1) isoprenoid quinones and (2) anthracyclinones. P-II : (1) electrochemical methods, (2) organochemical oxidation of p-alkoxyphenols, (3) partial hydrolysis of quinone bisacetals, and (3) hydrolysis of the monoacetals of p-quinone monosulfonimides or nucleophilic reactions of o-quinone monosulfonimides ; R-II : (1) nucleophilic additions, (2) 1, 4-additions of carbanions, and (3) reductions ; and S-II : (1) bishomoquinone and triasteranetrione, (2) tropolones, (3) neolignans, (4) cherylline, (5) anthracyclinones, (6) gymnomitrol, (7) asatone, (8) ryanodol, and (9) α-tocopherol.
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© The Society of Syhthetic Organic Chemistry, Japan
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