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Article Dans Une Revue Beilstein Journal of Organic Chemistry Année : 2007

A convenient allylsilane-N-acyliminium route toward indolizidine and quinolizidine alkaloids

Résumé

This review relates all the results that we obtained in the field of the total synthesis of indolizidine and quinolizidine alkaloids using a strategy of the addition of an allylsilane on an N-acyliminium ion. In this paper, we describe the synthesis of racemic indolizidine 167B and chiral indolizidines: (-)-indolizidines 167B, 195B, 223AB, (+)-monomorine, (-)-(3R,5S,8aS)-3-butyl-5-propylindolizidine and (-)-dendroprimine. Next, we relate the synthesis that we have developed in the quinolizidines field: (±)-myrtine and epimyrtine, (±)-lasubines I and II and chiral quinolizidines: (+)-myrtine, (-)-epimyrtine, (-)-lasubines I and II and (+)-subcosine II.

Domaines

Chimie organique
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Dates et versions

hal-00204345 , version 1 (14-01-2008)

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Roland Remuson. A convenient allylsilane-N-acyliminium route toward indolizidine and quinolizidine alkaloids. Beilstein Journal of Organic Chemistry, 2007, 3, pp.32. ⟨10.1186/1860-5397-3-32⟩. ⟨hal-00204345⟩
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