Synthesis of optically active bisdifluorocyclopropanes through a chemo-enzymatic reaction strategy

Authors
Mitsukura, K Korekiyo, S Itoh, T
Citation
K. Mitsukura et al., Synthesis of optically active bisdifluorocyclopropanes through a chemo-enzymatic reaction strategy, TETRAHEDR L, 40(31), 1999, pp. 5739-5742
Citations number
18
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
31
Year of publication
1999
Pages
5739 - 5742
Database
ISI
SICI code
0040-4039(19990730)40:31<5739:SOOABT>2.0.ZU;2-1
Abstract
The first synthesis of bisdifluorocyclopropane derivatives has been accompl ished via a chemo-enzymatic reaction strategy; (E)- or (Z)-3-tributylstanny l-2-propenols were prepared and their conversion led to the (trans, trans)- and(cis, cis) -bisdifluorocyclopropanes. The subsequent lipase-catalyzed r eaction efficiently afforded optically active (trans, trans)2,2,5,5-tetrafl uoro-1,6-bis(hydroxymethyl)bicyclopropane. (C) 1999 Published by Elsevier S cience Ltd. All rights reserved.