Racemic novel buffer-mediated rearrangement

Authors
Niwayama, S
Citation
S. Niwayama, Racemic novel buffer-mediated rearrangement, TETRAHEDR L, 41(52), 2000, pp. 10163-10166
Citations number
23
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
52
Year of publication
2000
Pages
10163 - 10166
Database
ISI
SICI code
0040-4039(200012)41:52<10163:RNBR>2.0.ZU;2-W
Abstract
A simple application of the highly efficient semi-two-phase monohydrolysis of meso diesters is described. Using this reaction, symmetric dialkyl 5,6-e poxybicyclo[2.2.1]hept-2-ene-2,3-dicarboxylates yield 6-formyl-1-alkoxycarb onylbicyclo[3.1.0]hex-2-ene-2-carboxylic acids in a racemic manner in high yields in only two steps, providing additional support for the mechanisms o f the semi-two-phase monohydrolysis and the rearrangement. (C) 2000 Elsevie r Science Ltd. All rights reserved.