212184-58-2Relevant academic research and scientific papers
Towards the synthesis of Palmerolide A: asymmetric synthesis of C1-C14 fragment
Chandrasekhar,Vijeender,Chandrashekar,Raji Reddy
, p. 2473 - 2478 (2007)
The synthesis of a C1-C14 fragment of a marine cytotoxic natural product Palmerolide A is described. The key steps involved in this synthesis are deoxygenative rearrangement of an alkynol followed by an asymmetric dihydroxylation of a diene ester and CBS-
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.
Claisen rearrangement of γ-hydroxyvinyl sulfones via ketene acetal derivatives. A new entry to functionalized (2E,4E)-alkadienoic esters
Giovannini, Riccardo,Marcantoni, Enrico,Petrini, Marino
, p. 5827 - 5830 (2007/10/03)
In situ prepared ketene acetals of γ-hydroxyvinyl sulfones undergo a Claisen rearrangement affording 3-phenylsulfonyl esters. These compounds are convened to (2E,4E)-dienoic esters by a base-assisted elimination of benzenesulfinic acid.
