A new asymmetric route to synthetically useful gamma-substituted gamma-butyrolactones

Citation
J. Kiegiel et al., A new asymmetric route to synthetically useful gamma-substituted gamma-butyrolactones, TETRAHEDR L, 41(20), 2000, pp. 4003-4006
Citations number
17
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
20
Year of publication
2000
Pages
4003 - 4006
Database
ISI
SICI code
0040-4039(20000521)41:20<4003:ANARTS>2.0.ZU;2-R
Abstract
The results of asymmetric hydrogenation of diethyl 3,4-dioxohexanedioate ar e presented. (R,R)-1,5-Dioxa-2,6-dioxobicyclo[3.3.0]octane, the product of hydrogenation and subsequent cyclization, was obtained in high enantiomeric excess. This compound was transformed into synthetically useful (R)-4-hydr oxyethyl-2-buten-4-olide. (C) 2000 Elsevier Science Ltd, All rights reserve d.