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Lactones, vinyl with Grignard reagents

In Fujisawa s second approach, as shown in Scheme 2.6, Grignard reagent 38 was added to P-lactone 43 with Cul catalysis to give vinyl chloride 44 in 90% yield. Conjugation of the olefin concomitant with hydrolysis of the chloride gave allylic alcohol 45, which was oxidized to hydroxy acid 29 in 56% overall yield. The conversion of 29 into 1 had previously been accomplished by Takei. ... [Pg.47]

In model studies related to the synthesis of compactin (97) and mevinolin (98), the upper-half lactone moiety was constructed from 550 starting with an oxirane ring-opening reaction by vinyl Grignard reagent (Scheme 81) [136]. lodocarbonation of 560 followed by hydrolysis and ketalization affords isomerically pure acetonide 562, the compactin lactone synthon. [Pg.238]

See other pages where Lactones, vinyl with Grignard reagents is mentioned: [Pg.695]    [Pg.695]    [Pg.214]    [Pg.214]    [Pg.476]    [Pg.49]    [Pg.214]    [Pg.609]    [Pg.227]    [Pg.90]    [Pg.409]    [Pg.628]    [Pg.712]    [Pg.712]   
See also in sourсe #XX -- [ Pg.3 , Pg.476 ]

See also in sourсe #XX -- [ Pg.476 ]

See also in sourсe #XX -- [ Pg.3 , Pg.476 ]



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With Grignard Reagents

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