Collective Synthesis of Humulanolides Using a Metathesis Cascade Reaction
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https://figshare.com/articles/dataset/Collective_Synthesis_of_Humulanolides_Using_a_Metathesis_Cascade_Reaction/2251063
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资源简介:
A new method has
been developed for the concise and asymmetric
synthesis of seven humulanolides in 5–7 steps without the need
for protecting groups. Notably, the challenging 11-membered ring and
bridged butenolide moieties in asteriscunolide D and 6,7,9,10-tetrahydroasteriscunolide
were introduced in one step using a ring-opening/ring-closing metathesis
cascade reaction. Asteriscunolide D was used as a versatile synthetic
precursor to prepare asteriscunolides A–C via a photoinduced
isomerization reaction, asteriscanolide via a unique transannular
Michael reaction, and 6,7,9,10-tetradehydroasteriscanolide via a transannular
Morita–Baylis–Hillman-type reaction. The unique bicyclo[6.3.0]undecane
core was introduced diastereoselectively.
创建时间:
2014-10-01



