The 1,1′-binaphthalene derivative 1 is the first acetylene equivalent developed for asymmetric Diels–Alder reactions. It reacts at room temperature with a variety of unsymmetric dienes in a nearly stereospecific fashion. The initial adducts can be cleaved with sodium amalgam to give products corresponding to those formally obtained by acetylene addition to dienes.
Ethylenebis(sulfonyl)-bridged 1,1'-binaphthalene, An Atropisomeric Dienophile For Highly Diastereoselective Diels-alder Reactions
LICINI, GIULIA MARINA
1989
Abstract
The 1,1′-binaphthalene derivative 1 is the first acetylene equivalent developed for asymmetric Diels–Alder reactions. It reacts at room temperature with a variety of unsymmetric dienes in a nearly stereospecific fashion. The initial adducts can be cleaved with sodium amalgam to give products corresponding to those formally obtained by acetylene addition to dienes.
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