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פותח על ידי קלירמאש פתרונות בע"מ -
Cleavage of the epoxide ring in trans-epoxy-alcohols by sodium borohydride in methanol
Year:
1978
Authors :
ויסנברג, מרטין
;
.
Volume :
Co-Authors:
Weissenberg, M., Department of Organic Chemistry, Weizmann Institute of Science, Rehovot, Israel
Krinsky, P., Faculty of Agriculture, Hebrew University of Jerusalem, P.O. Box 12, Rehovot 76-100, Israel
Glotter, E., Faculty of Agriculture, Hebrew University of Jerusalem, P.O. Box 12, Rehovot 76-100, Israel
Facilitators :
From page:
565
To page:
568
(
Total pages:
4
)
Abstract:
The epoxide ring in steroidal trans-αβ and βy-epoxy-alcohols is cleaved by sodium borohydride in refluxing methanol to give the corresponding methoxyhydrins, in contrast to the cis-epoxy-alcohols which remain unchanged. The steric requirements of the reaction and a mechanism involving the intermediate formation of a boron complex with the substrate are discussed.
Note:
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Article number:
Affiliations:
Database:
סקופוס
Publication Type:
מאמר
;
.
Language:
אנגלית
Editors' remarks:
ID:
28768
Last updated date:
02/03/2022 17:27
Creation date:
17/04/2018 00:41
Scientific Publication
Cleavage of the epoxide ring in trans-epoxy-alcohols by sodium borohydride in methanol
Weissenberg, M., Department of Organic Chemistry, Weizmann Institute of Science, Rehovot, Israel
Krinsky, P., Faculty of Agriculture, Hebrew University of Jerusalem, P.O. Box 12, Rehovot 76-100, Israel
Glotter, E., Faculty of Agriculture, Hebrew University of Jerusalem, P.O. Box 12, Rehovot 76-100, Israel
Cleavage of the epoxide ring in trans-epoxy-alcohols by sodium borohydride in methanol
The epoxide ring in steroidal trans-αβ and βy-epoxy-alcohols is cleaved by sodium borohydride in refluxing methanol to give the corresponding methoxyhydrins, in contrast to the cis-epoxy-alcohols which remain unchanged. The steric requirements of the reaction and a mechanism involving the intermediate formation of a boron complex with the substrate are discussed.
Scientific Publication
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