An enantioselective cascade reaction between α,β-unsaturated aldehydes and malonic half-thioesters: a rapid access to chiral δ-lactones

Qiao Ren; Shaofa Sun; Jiayao Huang; Wenjun Li; Minghu Wu; Haibing Guo; Jian Wang

doi:10.1039/c4cc01736f

An enantioselective cascade reaction between α,β-unsaturated aldehydes and malonic half-thioesters: a rapid access to chiral δ-lactones

Chem Commun (Camb). 2014 Jun 11;50(46):6137-40. doi: 10.1039/c4cc01736f.

Authors

Qiao Ren¹, Shaofa Sun, Jiayao Huang, Wenjun Li, Minghu Wu, Haibing Guo, Jian Wang

Affiliation

¹ Hubei Collaborative Innovation Centre for Non-power Nuclear Technology, College of Chemistry and Biological Sciences, Hubei University of Science and Technology, Hubei Province 437100, People's Republic China.

PMID: 24776538
DOI: 10.1039/c4cc01736f

Abstract

We disclose a novel efficient enantioselective organocatalytic cascade reaction for the preparation of δ-lactones in good to excellent yields (69-93%) and with high to excellent enantioselectivities (88-96% ee).

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Aldehydes / chemistry*
Lactones / chemical synthesis*
Lactones / chemistry
Malonates / chemistry*
Molecular Conformation
Stereoisomerism
Sulfhydryl Compounds / chemistry*

Substances

Aldehydes
Lactones
Malonates
Sulfhydryl Compounds
malonic acid