Organoboranes: LI. Convenient procedures for the recovery of pinanediol in asymmetric synthesis via one-carbon homologation of boronic esters
HC Brown, MV Rangaishenvi
Index: Brown, Herbert C.; Rangaishenvi, Milind V. Journal of Organometallic Chemistry, 1988 , vol. 358, p. 15 - 30
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Abstract
Abstract Matteson's asymmetric synthesis via a one-carbon homologation of the pinanediol boronic esters with (dichloromethyl) lithium at− 100 C results in the insertion of a chloromethyl group into the carbon carbon bond with> 99% diastereoselectivity. This procedure makes possible the asymmetric synthesis of the chiral moiety, RR′ CH★ B (OR ″) 2, providing an alternative route to chiral hydroboration for these valuable chiral ...
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