Selenides, allenyl phenyl synthesis

Metalloamides are suitable for the synthesis of 1-metallovinyl aryl selenides (Scheme 44) and 1-metalloallenyl phenyl selenides (Scheme 45) from the corresponding vinyl or allenyl selenides. The synthesis of the latter organometallics is even more conveniently achieved by metallation of l-phe-nylseleno-l-propyne or by a two-step, one-pot sequence of reactions fiom 2-chloroallyl phenyl selenide (Scheme 45). 

Many total syntheses take advantage of the temporary introduction of a sulfide or a sulfone group. As illustrated in Scheme 5, an allenyl sulfone is a key intermediate in the synthesis of brassinolide reported by Back [31a]. It is obtained through sequential addition of TsSePh, base-promoted migration of the double bond, and oxidative elimination of the phenyl selenide. The addition of EtSH to the... 

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See also in sourсe #XX -- [ , ]

See also in sourсe #XX -- [ ]

See also in sourсe #XX -- [ , ]

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