Issue 4, 2010
From the journal:

Organic & Biomolecular Chemistry

Enantioselective construction of lactone[2,3-b]piperidine skeletons via organocatalytic tandem reactions†

Zhao-Quan He,ab   Bo Han,b   Rui Li,*a   Li Wub  and  Ying-Chun Chen*ab  

* Corresponding authors

a State Key Laboratory of Biotherapy, West China Hospital, Sichuan University, Chengdu, China

b Key Laboratory of Drug-Targeting and Drug Delivery System of Education Ministry, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu, China
E-mail: ycchenhuaxi@yahoo.com.cn
Fax: +86 28 85502609

Abstract

A highly enantioselective construction of δ- and γ-lactone[2,3-b]piperidine skeletons was accomplished by tandem aza-Diels–Alder reaction–hemiacetal formation–oxidation from N-Tos-1-aza-1,3-butadienes and aliphatic dialdehydes.

Graphical abstract: Enantioselective construction of lactone[2,3-b]piperidine skeletons via organocatalytic tandem reactions

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Article information

DOI
https://doi.org/10.1039/B922053D
Article type
Communication
Submitted
21 Oct 2009
Accepted
02 Dec 2009
First published
14 Dec 2009

Org. Biomol. Chem., 2010,8, 755-757

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Enantioselective construction of lactone[2,3-b]piperidine skeletons via organocatalytic tandem reactions

Z. He, B. Han, R. Li, L. Wu and Y. Chen, Org. Biomol. Chem., 2010, 8, 755 DOI: 10.1039/B922053D

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