288585-40-0Relevant academic research and scientific papers
A concise synthesis of solamin and cis-solamin, mono-THF acetogenins from Annona muricata
Makabe, Hidefumi,Kuwabara, Asuka,Hattori, Yasunao,Konno, Hiroyuki
experimental part, p. 2369 - 2376 (2010/04/23)
A concise total synthesis of solamin (1) and cis-solamin (2) was performed using an epoxy alcohol (11) as a versatile chiral building block for synthesizing the stereoisomers of the mono-THF annonaceous acetogenins.
Total synthesis of uvaricin
Yazbak, Ahmad,Sinha, Subhash C.,Keinan, Ehud
, p. 5863 - 5868 (2007/10/03)
The first total synthesis of naturally occurring (+)-uvaricin was achieved using three consecutive Sharpless asymmetric dihydroxylation (AD) reactions to place the necessary oxygen functions on a 'naked' carbon skeleton in a regio- and enantioselectively controlled manner. The appropriate bis-THF ring system was constructed using a Williamson type etherification reaction on a functionalized bis-mesylate intermediate.
Total synthesis of (15S, 16R, 19S, 20R, 34S)-diepomuricanin
Konno, Hiroyuki,Makabe, Hidefumi,Tanaka, Akira,Oritani, Takayuki
, p. 5393 - 5396 (2007/10/03)
An eleven-step reaction sequencing starting from enantiomerically pure (-)-muricatacin (6) afforded the key intermediate 12, which was then converted to (15S, 16R, 19S, 20R, 34S)-diepomuricanin (1) via introduction of an acetylene unit and a coupling reaction with iodo lactone synthon 15.
