Details
| Original language | English |
|---|---|
| Pages (from-to) | 1524-1526 |
| Number of pages | 3 |
| Journal | Organic letters |
| Volume | 19 |
| Issue number | 7 |
| Early online date | 16 Mar 2017 |
| Publication status | Published - 7 Apr 2017 |
Abstract
The synthesis of the tricyclic carbon framework of schiglautone A (1) is reported herein. The generation of the bicyclo[6.4.1]tridecane 19 was accomplished via a SmI2-mediated pinacol coupling of dialdehyde 18. The side chain in 18 was introduced using a selective 1,4-addition. A further key step of the synthesis was the homologation of a Wieland-Miescher ketone derivative to establish the 7-membered ring.
ASJC Scopus subject areas
- Biochemistry, Genetics and Molecular Biology(all)
- Biochemistry
- Chemistry(all)
- Physical and Theoretical Chemistry
- Chemistry(all)
- Organic Chemistry
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In: Organic letters, Vol. 19, No. 7, 07.04.2017, p. 1524-1526.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Pinacol Coupling Strategy for the Construction of the Bicyclo[6.4.1]tridecane Framework of Schiglautone A
AU - Werner, Bettina
AU - Kalesse, Markus
N1 - Publisher Copyright: © 2017 American Chemical Society. Copyright: Copyright 2017 Elsevier B.V., All rights reserved.
PY - 2017/4/7
Y1 - 2017/4/7
N2 - The synthesis of the tricyclic carbon framework of schiglautone A (1) is reported herein. The generation of the bicyclo[6.4.1]tridecane 19 was accomplished via a SmI2-mediated pinacol coupling of dialdehyde 18. The side chain in 18 was introduced using a selective 1,4-addition. A further key step of the synthesis was the homologation of a Wieland-Miescher ketone derivative to establish the 7-membered ring.
AB - The synthesis of the tricyclic carbon framework of schiglautone A (1) is reported herein. The generation of the bicyclo[6.4.1]tridecane 19 was accomplished via a SmI2-mediated pinacol coupling of dialdehyde 18. The side chain in 18 was introduced using a selective 1,4-addition. A further key step of the synthesis was the homologation of a Wieland-Miescher ketone derivative to establish the 7-membered ring.
UR - http://www.scopus.com/inward/record.url?scp=85017190244&partnerID=8YFLogxK
U2 - 10.1021/acs.orglett.7b00288
DO - 10.1021/acs.orglett.7b00288
M3 - Article
C2 - 28300417
AN - SCOPUS:85017190244
VL - 19
SP - 1524
EP - 1526
JO - Organic letters
JF - Organic letters
SN - 1523-7060
IS - 7
ER -