Pd(II)-mediated alkynediol spiroketalization: first total synthesis of (-)-cephalosporolide E and (+)-cephalosporolide F.
Herein we describe a concise assembly of the central 1,6-dioxaspiro[4.4]nonane core of cephalosporolides E/F by employing a Pd-mediated alkynediol cycloisomerization and their total synthesis. On the basis of spectroscopic data and optical rotation values, the absolute configurations of cephalosporolides E/F were proposed.
Ramana
C V
CV
National Chemical Laboratory, Dr. Homi Bhabha Road, Pune-411 008, India. vr.chepuri@ncl.res.in
Suryawanshi
Sharad B
SB
Gonnade
Rajesh G
RG
D000475:Alkenes / Q000737:chemistry*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013141:Spiro Compounds / Q000138:chemical synthesis* / Q000737:chemistry
D000475:Alkenes; D013141:Spiro Compounds; C540295:cephalosporolide E; C540296:cephalosporolide F; D010165:Palladium