1374582-50-9Relevant academic research and scientific papers
Synthesis of the Prelog-Djerassi lactone via an asymmetric hydroformylation/crotylation tandem sequence
Risi, Roberto M.,Burke, Steven D.
, p. 2572 - 2575 (2012)
A synthesis of the Prelog-Djerassi lactone [(+)-1] has been accomplished in three isolations and 57% overall yield from the known vinyl ortho ester 2. A Rh(I)-catalyzed asymmetric hydroformylation/crotylation tandem sequence has been developed and used to set the C2-C4 stereochemistry. A Rh(I)-catalyzed asymmetric hydrogenation was employed to set the C6 sterechemistry, resulting in an unusually short and efficient enantioselective synthesis of this touchstone molecule from achiral starting material.
