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Towards the Total Synthesis of Vibsanin E, 15‐ O ‐Methylcyclovibsanin B,3‐Hydroxyvibsanin E, Furanovibsanin A, and 3‐ O ‐Methylfuranovibsanin A
Author(s) -
Schwartz Brett D.,
Tilly David P.,
Heim Ralf,
Wiedemann Stefan,
Williams Craig M.,
Bernhardt Paul V.
Publication year - 2006
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200600246
Subject(s) - chemistry , ring (chemistry) , stereochemistry , total synthesis , organic chemistry
Studies detailing synthetic approaches to a variety of biosynthetically related vibsanin‐type diterpenes (i.e. vibsanin E, 15‐ O ‐methylcyclovibsanin B, 3‐hydroxy‐vibsanin E, furanovibsanin A, and 3‐ O ‐methylfuranovibsanin A) are discussed. Biogenetically modelled approaches are coupled with an investigation of classical and modern six‐ to seven‐membered ring‐expansion protocols, which gain access to the central core of these natural products. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)