- Abstract:
- The double oxidative cyclization of dienes is a viable procedure for making complex natural products containing cis-THF units. A double deprotection/double oxidative cyclization strategy using catalytic osmium tetroxide was used to construct the bisheterocyclic core of cis-sylvaticin and ultimately confirm its structure. The natural product was then prepared by a short sequence of reactions that is exceptionally concise: the final route being just 13 linear steps and 19 chemical operations in total.
- Publication status:
- Published
- Journal:
- Journal of the American Chemical Society
- Volume:
- 128
- Issue:
- 42
- Pages:
- 13704-13705
- Publication date:
- 2006-10-05
- DOI:
- EISSN:
-
1520-5126
- ISSN:
-
0002-7863
- URN:
-
uuid:9429707c-384b-41a0-867f-c11808260b4b
- Source identifiers:
-
33636
- Local pid:
- pubs:33636
- Language:
- English
- Keywords:
- Copyright date:
- 2006
Journal article
Total synthesis of (+)-cis-sylvaticin: double oxidative cyclization reactions catalyzed by osmium.
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