Brassard-type diene

As practiced in the preceding syntheses by Evans and Nishiyama and Yamamura, the A-ring fragment 43 is formed through substrate-directed vinylogous aldol reaction of the Brassard-type diene 19 and the chiral aldehyde 42, which is prepared using Brown s protocols for enantioselective allylation [53], followed by hydroxy-directed nnn-diastereoselective reduction of the C3 ketone (Me4NB(OAc)3H) [41],... 

The hetero-Diels-Alder reactions of acyl phosphonates with c-rich dienes, such as Danishefsky s diene and Brassard s diene, produced glycosyl-type phosphonates in moderate to good yields. The indium(III)-catalysed hetero-Diels—Alder reaction of a Brassard-type diene with aliphatic aldehydes produced /l-methoxy-y-methyl-a, -unsaturated (5-lactones in good yields (86%) and with high diastereo- and enantio- 0 selectivities. ... 

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