Synthetic approach towards nakadomarin A: efficient synthesis of the central tetracyclic core

An efficient synthesis of the tetracyclic core of nakadomarin A was accomplished starting from methyl 4-oxo-3-piperidinecarboxylate. The key steps were intramolecular cyclization of furan to N-acyliminium ions to construct the strained central cyclopentene ring. Graphic

Saved in:
Bibliographic Details
Published in:Tetrahedron letters 2001-11, Vol.42 (47), p.8345-8349
Main Authors: Nagata, Toshiaki, Nishida, Atsushi, Nakagawa, Masako
Format: Article
Language:English
Subjects:
furan
manzamine alkaloid
N-acyliminium ion
nakadomarin A
Suzuki–Miyaura coupling
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:An efficient synthesis of the tetracyclic core of nakadomarin A was accomplished starting from methyl 4-oxo-3-piperidinecarboxylate. The key steps were intramolecular cyclization of furan to N-acyliminium ions to construct the strained central cyclopentene ring. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(01)01792-0