In:
Angewandte Chemie International Edition, Wiley, Vol. 60, No. 17 ( 2021-04-19), p. 9439-9443
Abstract:
An efficient general strategy for the synthesis of the Daphniphyllum alkaloids via the rapid construction of a common core intermediate has been established, based on which a divergent total synthesis of (−)‐daphenylline and (−)‐himalensine A has been accomplished in 16 and 19 steps, respectively. The present work features an enantioselective Mg(ClO 4 ) 2 ‐catalyzed intramolecular amidocyclization to construct the aza‐bridged core structure; a Cu‐catalyzed intramolecular cyclopropanation and subsequent phosphine‐catalyzed Cope‐type rearrangement to furnish the himalensine A scaffold; and a one‐pot Diels–Alder/aromatization method to assemble the aromatic skeleton of daphenylline.
Type of Medium:
Online Resource
ISSN:
1433-7851
,
1521-3773
DOI:
10.1002/anie.202016212
Language:
English
Publisher:
Wiley
Publication Date:
2021
detail.hit.zdb_id:
2011836-3
detail.hit.zdb_id:
123227-7
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