Synthesis and asymmetric hydrogenation of 3,5-dioxoheptanedioates. Preparation of enantiomerically pure substituted delta-valerolactones

Authors
Kiegiel, J Jozwik, J Wozniak, K Jurczak, J
Citation
J. Kiegiel et al., Synthesis and asymmetric hydrogenation of 3,5-dioxoheptanedioates. Preparation of enantiomerically pure substituted delta-valerolactones, TETRAHEDR L, 41(25), 2000, pp. 4959-4963
Citations number
24
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
25
Year of publication
2000
Pages
4959 - 4963
Database
ISI
SICI code
0040-4039(20000619)41:25<4959:SAAHO3>2.0.ZU;2-D
Abstract
The synthesis of 3,5-dioxoheptanedioic acid derivatives based on the reacti on of ketene with malonyl chloride was developed. Resulting diketones were subjected to Ru-(S)-BINAP-catalyzed asymmetric hydrogenation. The products were transformed into enantiomerically pure 3,5-substituted-delta-valerolac tones. (C) 2000 Elsevier Science Ltd. All rights reserved.