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Aldol-cyclization reaction sequence for the synthesis of tetrahydrofurans

โœ Scribed by Michael A. Calter; Priyantha M. Sugathapala; Cheng Zhu


Book ID
104257128
Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
194 KB
Volume
38
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


The aldol reactions of ct-diazo-13-ketoesters with a variety of aldehydes produced adducts which underwent Rh(II)-catalyzed O-H insertion reaction to yield highly substituted tetrahydrofurans. Alkylation and decarboxylation of these tetrahydrofurans formed a wide


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Orthoester condensation/CO insertion rea
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This paper describes a general procedure for the efficient preparation of highly substituted tetrahydrofurans. The condensation of ~-diazo-13-ketoester-derived enolates with orthoesters yields diazoacetals la-ld. These compounds undergo formal C-O insertion reactions in the presence of Rh2(OAc)4 to

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