Tetrahedron Letters p. 3505 - 3508 (1998)
Update date:2022-08-05
Topics:
Agami, Claude
Couty, Francois
Mathieu, Helene
(-)-Desoxoprosopinine was synthesised from (R)-phenylglycinol as the chiral source. The three distinct steps used for the construction of the three stereogenic centers of the target were all highly diastereoselective. These steps include a reduction of a homochiral N-Boc-2-acyl oxazolidine and the stereoselectivity of this reaction can be explained by a non chelated model. An original N-debenzylation of the phenyl glycinol appendage was devised in this synthesis.
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