Polycyclic Molecules from Linear Precursors: Stereoselective Synthesis of Clavolonine and Related Complex Structures | Zendy

Evans David A. | Zendy; Scheerer Jonathan R. | Zendy

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Polycyclic Molecules from Linear Precursors: Stereoselective Synthesis of Clavolonine and Related Complex Structures

Author(s) -

Evans David A.,

Scheerer Jonathan R.

Publication year - 2005

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200502296

Subject(s) - intramolecular force , stereoselectivity , chemistry , stereochemistry , carbon chain , total synthesis , cascade , molecule , organic chemistry , catalysis , chromatography

A clever way to clavolonine : The total synthesis of the lycopodium alkaloid clavolonine ( 2 ) from a linear precursor 1 that contains the complete 16‐carbon‐atom chain is reported (see scheme). Intramolecular and transannular cascade reaction sequences are explored from both linear and macrocyclic precursors. A variety of polycyclic structures are rapidly constructed from simple acyclic precursors.

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