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Application of allylpalladium intermediate to a simple stereoselective synthesis of (±)-1-hydroxy-trans-8-dodecenoic acid, a precursor of naturally occurring macrolide from cephalosporium recifei

✍ Scribed by Jiro Tsuji; Tomio Yamakawa; Tadakatsu Mandai


Publisher
Elsevier Science
Year
1978
Tongue
French
Weight
204 KB
Volume
19
Category
Article
ISSN
0040-4039

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✦ Synopsis


Palladium-catalyzed telomerization of butadiene with various nucleophiles offers a number of useful compounds.

1 In our continuous effort to utilize these compounds for natural product syntheses, we have already synthesized Matsutake alcohol, 2,3 2,15-hexadecanedione,4 royal jelly acids, 5,6 queen substance, 7

pellitorine, 8 and civetone. 9 Another elegant application is the synthesis of brevicomin by Byron. 10 We now wish to report the application of the palladium