919288-53-2Relevant articles and documents
An interesting issue of Diels-Alder selectivity discovered en route to 11-O-debenzoyltashironin
Cook, Silas P.,Danishefsky, Samuel J.
, p. 5693 - 5695 (2007/10/03)
(Diagram presented) The hypervalent iodine-mediated oxidative dearomatization/Diels-Alder cascade was examined in the context of the natural product 11-O-debenzoyltashironin. Interestingly, the regioselectivity of the Diels-Alder reaction can be completely switched by changing the dienophile. Trapping of allyl alcohols during the oxidative dearomatization gives rise to the five-membered acetal, while trapping of allenyl alcohols results in the six-membered acetal.