392692-60-3Relevant articles and documents
The stereocontrolled total synthesis of altohyrtin A/spongistatin 1: The southern hemisphere EF segment
Paterson, Ian,Coster, Mark J.,Chen, David Y.-K.,Acena, Jose L.,Bach, Jordi,Keown, Linda E.,Trieselmann, Thomas
, p. 2420 - 2430 (2007/10/03)
The fully functionalised C29-C51 southern hemisphere of altohyrtin A/spongistatin 1 (1), incorporating the E- and F-ring tetrahydropyran rings and the unsaturated side chain, has been synthesised in a highly convergent and stereocontrolled manner. Key steps in the synthesis of this phosphonium salt include four highly diastereoselective, substrate-controlled, boron aldol reactions to establish key C-C bonds and accompanying stereocentres, where the introduction of the chlorodiene side chain and the C47 hydroxyl-bearing centre were realised by exploiting remote stereoinduction from the F-ring tetrahydropyran. The Royal Society of Chemistry 2005.