Diastereoselective titanium-mediated construction of cis-2,3-ring annelated 1-(2′-chloroethyl)cyclopropanols
Literature Information
Publication Date
2003-01-29
DOI
10.1039/B211642A
Impact Factor
6.222
Authors
Frédéric Lecornué, Jean Ollivier
View Original
Abstract
Titanium(IV)-mediated cyclopropanation induced by reaction of cycloalkylmagnesium bromides 1a–e in the presence of titanium tetraisopropoxide with ethyl β-chloropropionate 2 yielded cis-fused 1-(2′-chloroethyl)cyclopropanols 3b–e with diastereoselectivity highly depending on the ring size. Unexpected rearrangement products 5d,e were isolated in some cases.
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Source Journal
Chemical Communications
CiteScore:
8.6
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4.7%
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2458
ChemComm publishes urgent research which is of outstanding significance and interest to experts in the field, while also appealing to the journal’s broad chemistry readership. Our communication format is ideally suited to short, urgent studies that are of such importance that they require accelerated publication. Our scope covers all topics in chemistry, and research at the interface of chemistry and other disciplines (such as materials science, nanoscience, physics, engineering and biology) where there is a significant novelty in the chemistry aspects. Major topic areas covered include: Analytical Chemistry Catalysis Chemical Biology and medicinal chemistry Computational Chemistry and Machine Learning Energy and sustainable chemistry Environmental Chemistry Green Chemistry Inorganic Chemistry Materials Chemistry Nanoscience Organic Chemistry Physical Chemistry Polymer Chemistry Supramolecular Chemistry
Recommended Compounds
4-Methyl-2-oxo-2H-chromen-7-yl 2-acetamido-2-deoxy-3-O-(6-deoxy-alpha-L-galactopyranosyl)-beta-D-glucopyranoside
CAS Number:
383160-12-1
Molecular Formula:
C24H31NO12
![6-(Benzyloxy)-8-(2-bromoacetyl)-2H-benzo[b][1,4]oxazin-3(4H)-one structure](https://static.chemtradehub.com/structs/926/926319-53-1-2287.webp "6-(Benzyloxy)-8-(2-bromoacetyl)-2H-benzo[b][1,4]oxazin-3(4H)-one structure")
6-(Benzyloxy)-8-(2-bromoacetyl)-2H-benzo[b][1,4]oxazin-3(4H)-one
CAS Number:
926319-53-1
Molecular Formula:
C17H14BrNO4
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