Allyldimethylsilyl chloride

If steric crowding is not required, but the appearance of a base peak near the molecular ion is considered important, allyldimethylsilyl chloride/imidazole (CH2 = CH-CHjSiMejX) is available [197]. The base peak for the resulting silyl ethers is commonly M-41 (loss of the allyl group). 

Appropriate allylic linker systems can be obtained with a three-step synthetic procedure starting from polystyrene. Selective Uthiation of polystyrene 604 (1%DVB crosslinked) was achieved by addition of Buli in combination with TMEDA and subsequent conversion with allyldimethylsilyl chloride gave resin 666 with an average siUcon content of 1.3 mmol/g. Diversity could... 

Treatment of the allylic alcohol 104 with allyldimethylsilyl chloride followed by catalyst [Ru]-II furnished the cyclic allylsiloxane 105 in good overall yield (Scheme 8.20). The level of chemoselectivity is outstanding in this process, since the reaction occurs exclusively between the two terminal alkenes of the pentaene. 

Such methodology can be seen in the construction of the nucleophilic hydroxymethylating reagents (isopropoxydimethylsilyl)methylmagnesium chloride (1) (8) and (allyldimethylsilyl)methylmagnesium chloride (2) (4) ... 

Allenyl Silyl enol ethers, 86 Allyl alcohol trimethylsilyl ether, 84 Allyl carbonates, 114-15 9 Allyl-ay 2 octalone, 34-5 2-Allyl-2 methylcyclohexanone, 106 (Allyldimethylsilyl)methyl chloride, 58, 59 (AUyldimethylsilyl)methylmagnesium chloride, 59... 

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