Tetrahedron Letters p. 5623 - 5626 (1985)
Update date:2022-08-02
Topics:
Hanessian, Stephen
Murray, Peter J.
Sahoo, Soumya P.
A synthetic sequence is described wherein a chiral butyrolactone is used as a template to control the stereochemistry of a C-methylation process on the corresponding enolate.A sequential two-carbon homologation and replication of the butyrolactone template allows a second stereocontrolled C-methylation.The ultimate outcome is a seven carbon acyclic chain with a predicable 1,5-substitution pattern of C-methyl groups with or without an intervening hydroxyl group.
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