Rearrangement of beta,gamma-unsaturated esters with thallium trinitrate: synthesis of indans bearing a beta-keto ester moiety

نویسندگان
چکیده

برای دانلود باید عضویت طلایی داشته باشید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Rearrangement of β,γ-Unsaturated Esters with Thallium Trinitrate: Synthesis of Indans Bearing a β-Keto Ester Moiety

The indan skeleton is present in a variety of molecules with important biological activity, including the wellknown Indinavir and Aricept. Our research group has investigated approaches to obtain indans from 1,2dihydronaphthalenes, using a thallium(III)-promoted ring contraction reaction. During these studies, we found that a side chain at the double bond has a strong influence in the reaction ...

متن کامل

Grubbs Cross-Metathesis Pathway for a Scalable Synthesis of γ-Keto-α,β-unsaturated Esters

A direct and scalable route to γ-keto-α,β-unsaturated esters, useful intermediates in medicinal chemistry and natural products synthesis, is reported. The key step involves the use of Grubbs' second-generation olefin metathesis catalyst for cross-metathesis of alkyl acrylates and 2° allylic alcohols. The metathesis step is followed by oxidation to give the desired products in high yield on scal...

متن کامل

Copper-catalyzed cascade reactions of α,β-unsaturated esters with keto esters

A copper-catalyzed cascade reaction of α,β-unsaturated esters with keto esters is reported. It features a copper-catalyzed reductive aldolization followed by a lactonization. This method provides a facile approach to prepare γ-carboxymethyl-γ-lactones and δ-carboxymethyl-δ-lactones under mild reaction conditions.

متن کامل

Tin(II) chloride assisted synthesis of N-protected γ-amino β-keto esters through semipinacol rearrangement.

A facile synthetic route for the preparation of N-protected γ-amino β-keto esters from amino aldehydes and ethyl diazoacetate is described. The two component coupling is facilitated by tin(II) chloride followed by semipinacol rearrangement leading to the product in quantitative yield. The reaction is mild, instantaneous and compatible with Boc-, Fmoc- and Cbz-amino protecting groups.

متن کامل

An efficient synthesis of aryl a-keto esters

A new one-pot approach for the synthesis of aryl a-keto ester based on the diazo transfer and oxidation of diazo group is developed. 2005 Elsevier Ltd. All rights reserved. 1 3 Ar OMe O [O] Ar OMe O O Ar OMe N2 [O] Base ArSO2N3 a-Keto acids and esters have been important compounds as natural products and as the building blocks in organic synthesis. Over the past decades, various methods have be...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

ژورنال

عنوان ژورنال: Journal of the Brazilian Chemical Society

سال: 2006

ISSN: 0103-5053

DOI: 10.1590/s0103-50532006000100029