Journal of the Chemical Society. Perkin transactions I p. 425 - 426 (1990)
Update date:2022-08-02
Topics:
Stevens, David R.
Whiting, Donald A.
It is shown that the stereochemistry of addition reactions to 3-arylidene lactones (3) and (9) is controlled by the 5- rather than the 4-substituent: synthesis of the 2,3-trans 3,4-cis lignan dihydrosesamin (11) thus requires use of the 4,5-cis lactone (8), with epimerisation at C-2 following establishment of 3,4-cis geometry.
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