Title of article
A general asymmetric route for the synthesis of the alexine and australine family of pyrrolizidine alkaloids. The first asymmetric synthesis of 1,2-diepi-alexine and 1,2,7-triepi-australine
Author/Authors
Chikkanna، Shankarappa نويسنده professor and head of Department,Department of Physiology, Vydehi Institute Of Medical Sciences and Research Center Nallurahalli , , Dinesh Kumar Singh and Vinay Kumar Singh، نويسنده , , Om V. and Kong، نويسنده , , Suk Bin and Han، نويسنده , , Hyunsoo، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2005
Pages
4
From page
8865
To page
8868
Abstract
The first asymmetric synthesis of 1,2-diepi-alexine and 1,2,7-triepi-australine (both are unknown at present) is described, which utilized the regioselective asymmetric aminohydroxylation (RAA) reaction of the achiral olefin VI, the cross metathesis (CM) reaction of the terminal olefin 8, and the formation and subsequent intramolecular double cyclization (DC) reactions of the epoxides 10 and 11. The C1 stereocenter was diastereoselectively introduced by the reaction of the aldehyde 7 with vinylmagnesium bromide.
Keywords
Pyrrolizidine alkaloids , Regioselective asymmetric aminohydroxylation , Olefin cross metathesis , Double cyclization , epoxidation
Journal title
Tetrahedron Letters
Serial Year
2005
Journal title
Tetrahedron Letters
Record number
1847877
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