The Journal of Organic Chemistry

Stereochemical aspects of the intramolecular Diels-Alder reactions of methyl deca-2, 7, 9-trienoates. 1. Thermal cyclizations

WR Roush, AI Ko, HR Gillis

Index: Roush, William R.; Ko, Albert I.; Gillis, Herbert R. Journal of Organic Chemistry, 1980 , vol. 45, # 21 p. 4264 - 4267

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Citation Number: 30

Abstract

E 2 2_2 made for the reaction of lithium dialkylcuprates with a,- @-acetylenic esters.12J3 However, in the latter transfor- mations, the “thermtdynamically controlled' reactions did not lead to high stereoselectivity. The possibility of employing the @-trimethylstannyl a,@-unsaturated esters 5-10 as precursors for stereochem- ically well-defined and isomerically pure vinyUithium14 and related reagents appears to be very attractive. For exam- ple, reduction of the ...