1374036-52-8Relevant academic research and scientific papers
Total synthesis of biselyngbyolide A
Tanabe, Yurika,Sato, Eisuke,Nakajima, Naoya,Ohkubo, Akifumi,Ohno, Osamu,Suenaga, Kiyotake
, p. 2858 - 2861 (2014/06/23)
Biselyngbyolide A is an 18-membered macrolide that exhibits significant biological activities such as growth-inhibitory activity and apoptosis inducing activity against cancer cells. In this study, the first total synthesis of biselyngbyolide A by using a
Synthesis of the macrolactone core of (+)-neopeltolide by transannular cyclization
Sharma, Gangavaram V.M.,Reddy, Sheri Venkat,Ramakrishna, Kallaganti V.S.
, p. 3689 - 3695 (2012/06/01)
The synthesis of the macrolactone core of (+)-neopeltolide has been achieved. The key synthetic strategy involves the highly diastereoselective synthesis of the 2,6-cis-disubstituted tetrahydropyran ring by a transannular cyclization of δ-hydroxy alkene using mercuric trifluoroacetate. Two of the six stereocenters C-5 and C-11 were realized from l-malic acid, while the remaining stereocenters C-3 (Sharpless asymmetric epoxidation), C-7 (transannular cyclization), C-9 (regioselective epoxide opening) and C-13 (chelation controlled reduction) were derived by asymmetric synthesis. The macrolactone ring was synthesized by macrocyclization using a RCM protocol.
