Abstract
| - The enantioselective intramolecular [2 + 2 + 2] cycloaddition of various enediynes, where two acetylenicmoieties are connected by a trans-olefinic moiety, gave chiral tricyclic cyclohexa-1,3-dienes using Rh-H8-BINAP catalyst. In the case of carbon-atom-tethered enediynes, enantioselectivity was generally good-to-high regardless of the substituents on their alkyne termini. In contrast, with heteroatom-tetheredenediynes, appropriate substituents were required to induce the oxidative coupling of alkyne and alkenemoieties before that of two alkyne moieties, which would be important for highly enantioselectiveintramolecular cycloaddition.
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