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ASYMMETRIC-SYNTHESIS OF 2-ARYL-TETRAHYDROPYRANS VIA ARENE CHROMIUM TRICARBONYL METHODOLOGY .2. 2-ARYL-3-ETHYL-4-CHLORO-TETRAHYDROPYRANS

Abstract:
Treatment of acetals derived from o-tolualdehyde chromium tricarbonyl and o-anisaldehyde chromium tricarbonyl with Z- and E-hex-3-en-1-ol and titanium tetrachloride generated, after decomplexation, completely stereoselectively the corresponding r-2-o-aryl-c-3-ethyl-c-4-chloro-tetrahydropyrans and r-2-o-aryl-c-3-ethyl-c-4-chloro-tetrahydropyrans respectively. This methodology was applied to the asymmetric synthesis of homochiral (R,R,S)- and (S,R,R)-2-o-anisyl-3-ethyl-4-chloro-tetrahydropyran from homochiral o-anisaldehyde chromium tricarbonyl and Z- and E-hex-3-en-1-ol respectively. © 1991.
Publication status:
Published

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Publisher copy:
10.1016/S0957-4166(00)82003-0

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Journal:
TETRAHEDRON-ASYMMETRY More from this journal
Volume:
2
Issue:
11
Pages:
1089-1092
Publication date:
1991-01-01
DOI:
EISSN:
1362-511X
ISSN:
0957-4166


Language:
English
Pubs id:
pubs:43771
UUID:
uuid:0f1324de-60d5-44cd-8e19-1c6c1486ed5f
Local pid:
pubs:43771
Source identifiers:
43771
Deposit date:
2012-12-19
ARK identifier:

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