Enantioselective Synthesis of (−)- and (+)-Conduritol F via Enzymatic Asymmetrization of cis -Cyclohexa-3,5-diene-1,2-diol
✍ Scribed by Patti, Angela; Sanfilippo, Claudia; Piattelli, Mario; Nicolosi, Giovanni
- Book ID
- 127092618
- Publisher
- American Chemical Society
- Year
- 1996
- Tongue
- English
- Weight
- 131 KB
- Volume
- 61
- Category
- Article
- ISSN
- 0022-3263
No coin nor oath required. For personal study only.
📜 SIMILAR VOLUMES
A variety of optically active 3-substituted cis-cyclohexane-3,5-dien-1,2-diol acetonides were readily prepared from chiral 5-(tert-butyldimethylsilyloxy)-2-cyclohexenone through a seven-step reaction in good overall yield. The synthesis also allowed preparation of the acetonide having an 2 H-atom at
YF Diene (l), available by microbial oxidation of benzene, undergoes react on with singlet oxygen to yield endoperoxides (2) and (3); reduction or rearrangement of these compounds gives conduritols ( 5) and ( 6) or dehydroconduritols ( 8) and ( 9), respectively.