Stereochemistry of the rearrangement of cis- and trans-1,2-divinyl-1,2-cyclohexanediols
โ Scribed by Elliot N. Marvell; William Whalley
- Publisher
- Elsevier Science
- Year
- 1969
- Tongue
- French
- Weight
- 178 KB
- Volume
- 10
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
Rearrangement of 1,2-divinyl-1,2-cyclohexanediol (I) was shown by Coda, et al (1) to give l-bicyclo[5.3.O]decen-2-one (II). We had made the ssme observation independently (2), but had also found that under milder conditions 7-hydroxybicyclo[5.3,0]
decsn-2-one (III) can be isolated in good yield. In fact a mixture of cis-and trans-I -
๐ SIMILAR VOLUMES
A preparative route to cis-and trans-1,2-dibromocyclopropane ' Trans-& b.p. (120ยฐC/300 mbar) and H NMR spectrum were In agreement with the literature 2 ; w m.p. 8OC; b.p. 120ยฐC/100 mbar; 'H NMR spectrum (CDC13, 250 Mhz): 6 = 3.10 ppm (dd,