1017238-09-3Relevant articles and documents
Stereocontrolled synthesis of the macrolactone core of neopeltolide
Meissner, Andreas,Tanaka, Nobuhiro,Takamura, Hiroyoshi,Kadota, Isao
, p. 432 - 434 (2019)
A stereoselective synthesis of the macrolactone core of neopeltolide is described. The tetrahydropyran moiety was constructed via the intramolecular allylation of an α-acetoxy ether. A late-stage macrolactonization provided a known synthetic intermediate
A concise stereoselective formal total synthesis of the cytotoxic macrolide (+)-Neopeltolide via Prins cyclization
Yadav, Jhillu Singh,Krishana, Gunda Gopala,Kumar, Satya Narayana
experimental part, p. 480 - 487 (2010/03/03)
A convergent and highly stereoselective formal total synthesis of the naturally occurring, cytotoxic 14-membered macrolide neopeltolide has been achieved via two Prins cyclizations.
Formal total synthesis of neopeltolide
Vintonyak, Viktor V.,Maier, Martin E.
supporting information; experimental part, p. 1239 - 1242 (2009/04/12)
A concise synthesis of the core structure of the macrolide neopeltolide was develop featuring a Prins cyclization to fashion the pyran ring. Key steps in the synthesis of aldehyde 16 were a Leiqhton allylation and a Feringa-Minnaard asymmetric methyl cuprate addition to an unsaturated thioester. For lactonization, a classical Yamaguchin macrolactonization was used. The longest linear sequence consists of 17 steps providing lactone 26 with an overall yield of 23%.
