Synthetic studies directed toward naturally occurring cyclooctanoids. 2. A stereocontrolled assembly of (.+-.)-pleuromutilin via a remarkable sterically demanding oxy-Cope rearrangement

1989 ◽  
Vol 111 (21) ◽  
pp. 8284-8286 ◽  
Author(s):  
Robert K. Boeckman ◽  
Dane M. Springer ◽  
Thomas R. Alessi
Keyword(s):  
Cope Rearrangement ◽  
Naturally Occurring ◽  
Sterically Demanding ◽  
Synthetic Studies

scholarly journals Synthesis of icariin from kaempferol through regioselective methylation and para-Claisen–Cope rearrangement

2015 ◽  
Vol 11 ◽  
pp. 1220-1225 ◽  
Author(s):  
Qinggang Mei ◽  
Chun Wang ◽  
Zhigang Zhao ◽  
Weicheng Yuan ◽  
Guolin Zhang
Keyword(s):  
Flavonoid Glycoside ◽  
Cope Rearrangement ◽  
Naturally Occurring ◽  
Key Steps

The hemisynthesis of the naturally occurring bioactive flavonoid glycoside icariin (1) has been accomplished in eleven steps with 7% overall yield from kaempferol. The 4′-OH methylation of kaempferol, the 8-prenylation of 3-O-methoxymethyl-4′-O-methyl-5-O-prenyl-7-O-benzylkaempferol (8) via para-Claisen–Cope rearrangement catalyzed by Eu(fod)3 in the presence of NaHCO3, and the glycosylation of icaritin (3) are the key steps.

scholarly journals Synthetic Studies on Naturally Occurring Coumarins. II. Synthesis of 6,7-Dimethoxy- and 7,8-Dimethoxy-5-((E)-3-oxo-1-butenyl)coumarins.

1992 ◽  
Vol 40 (10) ◽  
pp. 2614-2619 ◽  
Author(s):  
Hisashi ISHII ◽  
Tsutomu ISHIKAWA ◽  
Hisaya WADA ◽  
Hidetoshi MIYAZAKI ◽  
Yasuko KANEKO ◽  
...  
Keyword(s):  
Naturally Occurring ◽  
Synthetic Studies

Synthetic Studies Towards the Preparation of 2-Benzyl-2-hydroxybenzofuran-3(2H)-one, the Prototype of Naturally Occurring Hydrated Auronols.

ChemInform ◽  
2005 ◽  
Vol 36 (7) ◽  
Author(s):  
Reik Loeser ◽  
Marta Chlupacova ◽  
Ales Marecek ◽  
Veronika Opletalova ◽  
Michael Guetschow
Keyword(s):  
Naturally Occurring ◽  
Synthetic Studies

scholarly journals Synthetic studies en route to the first total synthesis of a naturally occurring quinone from Acorus gramineus, iso-merrilliaquinone, iso-magnoshinin and 2-epi-3,4-dihydro magnoshinin

RSC Advances ◽  
2017 ◽  
Vol 7 (58) ◽  
pp. 36844-36851 ◽  
Author(s):  
Dileep Kumar ◽  
Oindreela Das ◽  
Manvendra Singh Kaurav ◽  
Tabrez Khan
Keyword(s):  
Total Synthesis ◽  
Diels Alder ◽  
Naturally Occurring ◽  
Acorus Gramineus ◽  
Synthetic Studies

An elegant Diels–Alder based approach has been demonstrated for the first racemic total synthesis of gramineusquinone B, iso-merrilliaquinone, iso-magnoshinin and 2-epi-3,4-dihydro magnoshinin.

Synthetic Studies Towards the Preparation of 2-Benzyl-2- hydroxybenzofuran-3(2H)-one, the Prototype of Naturally Occurring Hydrated Auronols

2004 ◽  
Vol 87 (10) ◽  
pp. 2597-2601 ◽  
Author(s):  
Reik Löser ◽  
Marta Chlupacova ◽  
Ales Marecek ◽  
Veronika Opletalova ◽  
Michael Gütschow
Keyword(s):  
Naturally Occurring ◽  
Synthetic Studies
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