research article
Total Synthesis of (+/-)-Cylindricine C
2011
A concise synthesis of (+/-)-cylindricine C and its C(13)-epimer is described. Starting from 1-octyne, cylindricine C and 13-epi-cylindricine C were prepared in 11% and 15% yields, respectively. The synthesis involves the preparation of the central tricyclic moiety via a radical alpha-iodoketone carboazidationibis-reductive amination sequence. Inversion of the stereochemistry at C(13) and C(5) was efficiently achieved on late stage intermediates.
Type
research article
Web of Science ID
WOS:000294703900006
Author(s)
Date Issued
2011
Published in
Volume
13
Start page
4774
End page
4777
Editorial or Peer reviewed
REVIEWED
Written at
EPFL
EPFL units
Available on Infoscience
December 16, 2011
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