First stereoselective total synthesis of nonenolide stagonolide G involving a convergent strategy is described. The key reactions include Keck allylation and Grubbs ring closing metathesis reaction.
Stereoselective synthesis of revised structure of stagonolide G
โ Scribed by Rajendra Prasad, K.; Venkanna, A.; Babu, K. Suresh; Prasad, A.R.; Rao, J. Madhusudana
- Book ID
- 121449794
- Publisher
- Elsevier Science
- Year
- 2014
- Tongue
- French
- Weight
- 592 KB
- Volume
- 55
- Category
- Article
- ISSN
- 0040-4039
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## Abstract A convergent and efficient total synthesis of stagonolide C (**1**), a phytotoxic metabolite, was achieved (__Schemesโ 2__ and __3__) The synthesis exploited the high configuration control in the __Prins__ cyclization along with alkene rearrangement and ringโclosing metathesis as key ste
## Abstract A simple asymmetric total synthesis of stagonolide G (**1**) is described. Asymmetric dihydroxylation, regioselective epoxide ring opening, and vinyl __Grignard__ reactions are involved in generating the stereogenic centers C(4) and C(8), followed by __GrubbsโIIโ__catalyzed ringโclosing