915141-48-9Relevant articles and documents
Stereoselective synthesis of a key intermediate of (-)-apicularen A
Yadav,Niranjan Kumar,Prasad
, p. 1175 - 1178 (2008/02/02)
Progress towards the stereoselective formal synthesis of (-)-apicularen A is described. The convergent approach involves the assembly of aliphatic and aromatic fragments via Grubbs's cross metathesis. Other key reactions in the strategy include Sharpless
Enantioselective synthesis of the C1-C15 fragment of dolabelide C
Vincent, Aurélie,Prunet, Jo?lle
, p. 2269 - 2271 (2007/10/03)
A synthesis of the C1-C15 fragment of dolabelide C is reported. The key step is a diastereoselective Mukaiyama aldol reaction to form the C6-C7 bond, followed by reduction and deoxygenation of the carbonyl group at C5. The trisubstituted vinyl iodide is i
De novo formal synthesis of (-)-apicularen A via an iterative asymmetric hydration sequence
Li, Miaosheng,O'Doherty, George A.
, p. 6087 - 6090 (2007/10/03)
(Chemical Equation Presented) A de novo approach to the formal total synthesis of the macrolide natural product (-)-apicularen A has been achieved in 18 steps'from achiral starting materials. Both the absolute and relative stereochemistries of apicularen A were introduced by a Sharpless asymmetric dihydroxylation, a π-allyl-palladium catalyzed reduction, a stereoselective reduction, and a base-promoted transannulation to install the C-9 stereocenter.