The total synthesis of psymberin.
The total synthesis of a new member of the pederin family of natural products, psymberin 1, was accomplished. Using a recently reported novel and efficient PhI(OAc)2 mediated oxidative entry to 2-(N-acylaminal)-substituted tetrahydropyrans as the key step, this total synthesis was executed in a convergent and efficient manner. The longest linear sequence of this synthesis was 22 steps starting from known 6.
Huang
Xianhai
X
Department of Chemical Research, Schering-Plough Research Institute, Kenilworth, New Jersey 07033, USA. xianhai.huang@spcorp.com
Shao
Ning
N
Palani
Anandan
A
Aslanian
Robert
R
Buevich
Alexei
A
D000970:Antineoplastic Agents / Q000138:chemical synthesis*; D003374:Coumarins; D015394:Molecular Structure; D011714:Pyrans / Q000138:chemical synthesis*; D011753:Pyrones / Q000138:chemical synthesis*
D000970:Antineoplastic Agents; D003374:Coumarins; D011714:Pyrans; D011753:Pyrones; C498383:psymberin