In:
Chemical Communications, Royal Society of Chemistry (RSC), Vol. 58, No. 9 ( 2022), p. 1402-1405
Abstract:
In the work reported herein, the concise and enantioselective total synthesis of the Schizozygine alkaloid (−)-strempeliopine was developed. This synthetic strategy featured the palladium-catalyzed decarboxylative asymmetric allylic alkylation of N -benzoyl lactam to set up the absolute configuration at the C20 position, a highly diastereoselective one-pot Bischler–Napieralski/lactamization and iminium reduction sequence for the construction of the pentacyclic core structure, and the late-stage dearomative addition of indole, leading to the otherwise difficult-to-achieve hexacyclic indoline framework with complete control of four neighbouring stereocenters.
Type of Medium:
Online Resource
ISSN:
1359-7345
,
1364-548X
Language:
English
Publisher:
Royal Society of Chemistry (RSC)
Publication Date:
2022
detail.hit.zdb_id:
1472881-3
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