Total synthesis of (+)-spatol. A stereospecific construction of vicinal diepoxides from 2,3-epoxy-1,4-diols
✍ Scribed by Robert G. Salomon; Basudeb Basu; Subhas Roy; Ram B. Sharma
- Book ID
- 104233200
- Publisher
- Elsevier Science
- Year
- 1989
- Tongue
- French
- Weight
- 242 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
A total synthesis of (+)-spat01 (1) was achieved which depends upon a novel stereospecific transformation of trans-2,3-epoxy-1,4-diols to generate the sensitive allylic vicinal cisdiepoxide in 1.
Spat01 (l), a structurally and functionally complex minor metabolite produced by a tropical
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A practical synthesis of a new C2-symmetric vicinal diol, (2R. 3R)-1,4-dimethoxy-1,1,4,4tetraphenyl-2,3-butanediol, from dimethyl L-tartrate involving five steps in overall yield of 38% is described.
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## Abstract 2‐Amino‐1,2,3,4‐tetrahydronaphthalene‐6,7‐diol (**2**; 6,7‐ADTN) was synthesized starting from naphthalene‐2,3‐diol in seven steps and with an overall yield of 44%. Methylation of naphthalene‐2,3‐diol with dimethyl sulfate, followed by __Friedel____Crafts__ acylation with AcCl, gave 2‐