Vinylsilane-mediated spiroannulation. Synthesis of spiro [4.5] decadienones

…, MS Dike, SMS Strickland, JO Saunders

Index: Burke, Steven D.; Murtiashaw, Charles William; Dike, Meera S.; Smith Strickland, Sharon M.; Saunders, Jeffrey O. Journal of Organic Chemistry, 1981 , vol. 46, # 11 p. 2400 - 2402

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Abstract

2a, R = H; R = Me b, R = Me; R' = i-Bu ... 3a, R = H (93%) 4a, R = H (96%) b, R = Me (77%) b, R = Me (99%) '8 ... 3 TiCIq,CH2C12, -30-25 "C I I 5a, R = H (90%) b,R=Me(94%) la, R = H (82%) b, R = Me (84%) frameworks.2 In connection with ongoing synthetic efforts in these laboratories, we required an efficient entry to spiro[4.5]decadienones of general structure 1. The known and readily accessible dimedone derivatives 2 were seen as particularly attractive ...