ISSN:
0170-2041
Keywords:
Coniine, enantioselective synthesis of
;
SAMP hydrazones, 1,2-addition of
;
Organoytterbium reagents
;
Synthon control of enantioselectivity
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Both enantiomers of the hemlock alkaloid coniine 8 are prepared by asymmetric synthesis in 98% ee using only one enantiomer of the auxiliary. The key step of the synthesis consists in the 1,2-addition of organoytterbium reagents to aldehyde SAMP hydrazones with virtually complete asymmetric induction, followed by N-N bond cleavage and cyclization.
Additional Material:
1 Tab.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.199319930131
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